Wade Powerpoint/Lecture for Chapter 3

7212019 Wade PowerpointLecture for Chapter 3

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Chapter 3

Structure andStereochemistry

of Alkanes

Organic Chemistry 8th Edition

L G Wade Jr



Hydrocarbon

Classification Review



Alkaneshellipbull Have all C-C single bonds

bull Are said to be saturated with hydrogens

bull Have a CH Ratio of C nH n

bullHave same ratio for branched alkanes

bull Have homologs CH 3CH $nCH 3

C

H

C

H

H

H C H

H

H

C H

H

H

Isobutane C4H10

C

H

C

H

H

H C C

H

HH H

H

H

Butane C4H10



rob 3-amp (sing the general

formula for alkaneshellip

a$ predict the molecular formula of the

C ) straight chain alkane

b$ redict the molecular formula of

+-diethyl-amp-3+)-dimethyloctyl$

triacontane

+ an alkane containing

carbon atoms



Alkane ames

bull All end in ane bull methane+ ethane+ propane and butane

are historical names

bull pentane+ he0ane+ heptane+ octane+nonane and decane are from the 1reek

bull 2ou must know how to count to ten

in rganic Chemistry4



Counting to 5en in

rganic Chemistry Number of Carbons Alkane Name Formula

1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3

4 butane CH3(CH2)2CH3

5 pentane CH3(CH2)3CH3

6 hexane CH3(CH2)4CH3

7 heptane CH3(CH2)5CH3

otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two

nomenclature systems

in organic chemistry

6 Common ames 7 from historical

usage8 used for namingsimpler9smaller compounds only

66 6(AC ames 7 a systematic

naming system that follows

specific rules8 must use when

naming more comple0 molecules



Common ame refi0es

bull 6sobutane+ isomer of butane bull 6sopentane+ isohe0ane+ etc+ methyl

branch on ne0t-to-last carbon in chain

bull eopentane+ most highly branched bull ive possible isomers of he0ane+

amp isomers of octane+ and lt) for

decane4



Alkane =0amples



6(AC aming rocedure

amp ind the longest continuous carbonchain

umber the carbons+ starting closest tothe first branch

3 ame the groups attached to the chain+using the carbon number as the locator

Alphabetigte substituents

) (se di-+ tri-+ tetra-+ etc+ for multiples ofthe same substituent



ongest Chain

bull 5he number of carbons in the longestchain determines the base name+ egethane+ he0ane isted in 5able 3$

bull 6f there are two possible chains with thesame number of carbons+ use the chainwith the most substituents

C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C

3+3+)-trimethyl--propylheptane





umber the Carbons

bull Start at the end closest to thefirst attached group



umber the Carbons

bull hen multiple substituents are present+ number the parent chain to

give the first substituent the lowest

number possible



umber the Carbons

bull 6f there is a tie+ then number the parent chain so that the second

substituent gets the lowest

number possible



aming Alkyl 1roups

bull CH 3 -+ methyl

bull CH 3 CH -+ ethyl

bull CH 3 CH CH -+ n-propyl bull CH 3 CH CH CH -+ n-butyl

CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H

A primary carbon A secondary carbon

ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H

A primary carbon A tertiary carbon

isobutyl tert -butyl

ampdeg 3deg



ame the substituents in thefollowing molecules



ist Substituents in

Alphabetical rder bull Alphabetigte substituents by name

bull 6gnore di-+ tri-+ etc for alphabetigting

CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3

3-ethyl-+-dimethylheptane



ist Substituents in

Alphabetical rder bull 6gnore hyphenatied prefi0es like sec- and tert- when alphabetigtingbull ut the prefi0 iso in isopropyl and isobutyl is not hypenated+ so

those groups should be alphabetigted under i

CH3 CH3

CH3

CH3CH3

CH3

3-isopropyl-+-dimethylnonane



hen there is a tie

between groupshellip6s it )-chloro-amp-bromo+ or amp-chloro-)-bromoB

Always give the lowest number to the

first alphabetical substituent 7 but

2 6 5H= CAS= A 56=4



or Cycloalkaneshellip

bull 5he same rules apply want the

lowest combination of numbers



Comple0 Substituents

bull 6f a branch has a branch+ number thecarbons from the point of attachment

bull ame the branch off the branch using

a locator numberbull arentheses are used around the

comple0 branch name

12

3amp-methyl-3-amp+-dimethylpropyl$cyclohe0ane



rob 3- ame the

following alkanes haloalkanes

CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d

3-methylpentane-bromo-3-methylpentane -isopropyl--methyldecane



rob 3-3 rite the

structures for the

following compounds

c -t-butyl--methylheptane d )-isopropyl-3+3+-trimethyloctane



rob 3- rovide the

6(AC name for thesecompounds

CH3 CH3

CH3CH3

CH3 CH3CH3e ook for the most number

of substituents4

3-ethyl-+++)-tetramethylhe0ane



rob 3- Draw the

structure of the following

b )-amp++-trimethylpropyl$nonane



bull or molecules that are large and comple0+ there are

EA2 more rules to follow using the 6(AC system

bull ften trade names are used for the sake of simplicity bull 5he molecule above is also known as esomepragtole

or e0ium+ which is a drug for acid reflu0



hysical roperties of

Alkanesbull Solubility hydrophobic 7 water hating

bull Density less than amp g9m float on water+ eg

an oil slick

bull oiling points increase with increasing numberof carbons with branched chains lower than

straight chains$

Eelting points increase with

increasing number of carbons with

branched chains higher than straight$

bull



oiling oints of Alkanesranched alkanes have less surface area contact+

so weaker intermolecular ondon dispersion$ forces



Eelting oints of Alkanesbull 6ncreases with increasing number of carbons+ but

the increase is not smoothbull ranched alkanes pack more efficiently into a

crystalline structure+ so have higher mpFs



ranched Alkanesbull ower bp with increased branching 7 smaller Ds

bull Higher mp with increased branching 7 higher lattice

energy in the solid phase

bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3

bp 60degCmp -154degC

CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3



EaGor (ses of Alkanes

bull C amp-C gases natural gas$bull C 3-C liuified petroleum 1$

bull C ) -C gasoline

bull C I-C amp diesel+ kerosene+ Get fuel bull C amplt -up lubricating oils+ heating oil

bull Source oil44 petroleum refining$il is also the feedstock of almost all organic

chemicals+ eg plastics+ fibers+ and pharmaceuticals4



Reactions of Alkanes

6 Combustion

CH3CH2CH2CH3 + O2 CO2 + H2Oheat

8 10132

long-chain alkanescatalyst

shorter-chain alkane

CH4 + Cl2 CH3Cl + CH2Cl2 CHCl3 CCl4+ +

heat or light

66 Cracking and hydrocracking

(industrial)

666 Halogenation coming up in CH $



Conformers of Alkanes

bull Conformers are structures resulting fromfree rotation around C-C single bonds

bull Eay differ in energy 5he lowest-energy

conformer is most prevalentbull Eolecules constantly rotate through all

the possible conformations



=thane Conformers

bull Staggered conformer has lowest

energy

bull Dihedral angle J KL

H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3

=thane Conformers $bull =clipsed conformer has highest energy




Conformational Analysis

bull5orsional strain resistance to rotationbull or ethane+ only amp kM9mol



5orsional Strain

bull ith a difference of amp kM9mol instability+ at room temperature+ IIN of

the molecules will be in the staggered

conformation



Chater 3

ropane Conformers

ote slight increase in torsional strain

due to the more bulky methyl group



utane Conformers C-C3

bull Highest energy has methyl groups totallyeclipsed

bull Eethyl groups e0hibit steric hindrance

bull Dihedral angle J0983088

totally eclipsed



ne of the Eost 6mportant Concepts in -Chem

Steric Hindranceinterference between two bulky groups

that are so close together their electron

clouds e0perience a repulsion



utane Conformers $

bull owest energy has methyl groups anti bull Dihedral angle J amp 0983088

bull Einimal steric hindrance

anti



utane Conformers 3$bull Eethyl groups are eclipsed with hydrogens

bull Higher energy than staggered conformerbull Dihedral angle J amp 0983088

bull 6ntermediate steric hindrance

eclipsed



utane Conformers $

bull 1auche is a staggered conformerbull Eethyls closer than in anti conformer

bull Dihedral angle between methyls J 0983088

gauche

f



ames of the our

utane Conformers

totally eclipsed gauche eclipsed anti






Higher Alkanes

bull Anti conformation is lowest in energybull Straight chain actually is gtiggtag

CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk



Cycloalkanesbull Rings of carbon atoms -CH - groups$

bull ormula C nH n

bull onpolar+ insoluble in water

bull Compact shape

bull Eelting and boiling points similar to branched

alkanes with same number of carbons

bull hat is the smallest cycloalkaneB



aming Cycloalkanes

bull Cycloalkane usually base compound bull umber carbons in ring if Oamp substituent

bull ant substituents to have lowest possiblenumbers

bull ame as cycloalkyl attachments to chain

CH2CH3

CH2CH3

CH3

amp+amp-diethyl-3-methylcyclopentane -cyclopentylheptane



rob 3amp14 e +AC

names for the follo-n

a b

CH3CH3

CH3

CH3

CH3

CH3

3ampsec ampbutlamp101amp$methllopentane

3amploproplamp101amp$methllohexane

Ci 5 6 i i



Cis-5rans 6somerism in

Cycloalkanes

bull Cis like groups on same side of ring

bull 5rans like groups on opposite sides of ring

Ring Strain and



bull Carbon atoms in alkanes are sp3 hybridigted

bull 6f cycloalkanes were flat+ what bond angleswould be e0pectedB

bull 5o optimigte the bond angles+ mostcycloalkanes are 5 flat in their moststable conformation

Ring Strain and

Cycloalkane Stability

Ring Strain and



Ring Strain and

Cycloalkane Stability bull )- and -membered rings are the most stable

because the C-C-C bond angles are closest to ampKI)L

bull )- and -membered rings are favored in organic

chemistry4

bull Angle aeyer$ strain

bull Eeasured by heats of combustion

per -CH -

Heats of Combustion9CH




Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l



Cyclopropanebull arge ring strain due to angle compression

bull Pery reactive+ because of weak bonds



Cyclopropane $

5orsional strain because ofeclipsed hydrogens

C l b



Cyclobutane

bull Angle strain due to compressionbull 5orsional strain partially relieved by

ring-puckering

C l t



Chater 3

Cyclopentanebull 6f planar+ angles would be ampK L + but all

hydrogens would be eclipsed

bull uckered conformer reduces torsional

strain

C l h



Cyclohe0anebull

Combustion data shows itFs unstrainedbull Angles would be ampK L + if planar

bull 5he chair conformer has ampKI) L bondangles and all hydrogens are staggered

bull o angle strain and no torsional strain

Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane

Conformational =nergy




Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted

Cyclohe0aneshich conformer has minimal steric hindranceB

amp 3 Di i l 6 t ti



amp+3-Dia0ial 6nteractions

minimal steric hindrance



Disubstituted Cyclohe0anes

Cis-amp+3-dia0ial conformer has serious steric

hindrance4

C



Cis-5rans 6somers

onds that are cis+ alternate a0ial- euatorial around the ring

CH3

CH3

ne a0ial+ one euatorial

ulky 1roups



ulky 1roupsbull 1roups like t-butyl cause a large energy

difference between the a0ial and euatorial

conformer

bull Eost stable conformer puts t-butyl

euatorial regardless of other substituents



rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes

bull used rings share two adGacent carbons

bull ridged rings share two nonadGacent

carbons bridgehead

carbons

aming icyclic Alkanes




bull irst name is the prefi0 bicyclo

bull e0t+ put numbers in suare brackets+ in

decreasing numerical order+ of Q of carbons

connected to the bridgehead carbons

bull ast name is the alkane name based onthe total number of carbons in all the rings



rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Hydrocarbon

Classification Review








C

H

C

H

H

H C H

H

H

C H

H

H

Isobutane C4H10

C

H

C

H

H

H C C

H

HH H

H

H

Butane C4H10









triacontane


carbon atoms



Alkane ames








Counting to 5en in


1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3





otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3








C

H

C

H

H

H C H

H

H

C H

H

H

Isobutane C4H10

C

H

C

H

H

H C C

H

HH H

H

H

Butane C4H10









triacontane


carbon atoms



Alkane ames








Counting to 5en in


1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3





otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3









triacontane


carbon atoms



Alkane ames








Counting to 5en in


1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3





otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Alkane ames








Counting to 5en in


1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3





otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Counting to 5en in


1 methane CH4

2 ethane CH3CH3

3 propane CH3CH2CH3





otane CH3(CH2)6CH3

nonane CH3(CH2)7CH3

1 $eane CH3(CH2)CH3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



5here are two











Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Common ame refi0es





decane4



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Alkane =0amples



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



6(AC aming rocedure








ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



ongest Chain



C

CH3

CH2

CH3

CH CH2 CH2 CH3

CH CH2

CH3

H3C

H3C






umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3





umber the Carbons




umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



umber the Carbons



number possible



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



umber the Carbons



number possible



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



aming Alkyl 1roups

bull CH 3 -+ methyl



CH3 CH CH2 CH3

sec- butyl

CH3 CH

CH3

CH2

isobutyl

CH3 CH CH3

isopropylCH3C

CH3

CH3tert -butyl



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



aming ropyl 1roups

C

H

H

H

C

H

H

C

H

H

H

n-propyl

C

H

H

H

C

H

C

H

H

H

isopropyl

H


ampdeg deg



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



aming utyl 1roups

C

H

H

H

C

H

C

H

H

C

H

H

H

C

H

H

H

C

H

C

H

HH

C

H

H

n-butyl sec-butyl


ampdeg deg



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



aming ranched

utyl 1roups

CHH

H

C

C

H H

C

H

H

H H

CHH

H

C

C

H H

C H

H

H

H



ampdeg 3deg






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3






ist Substituents in



CHH3C

CH3

CH

CH2CH3

CH2 CH2 CH

CH3

CH3




ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



ist Substituents in



CH3 CH3

CH3

CH3CH3

CH3




hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



hen there is a tie




2 6 5H= CAS= A 56=4












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3












comple0 branch name

12




rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3- ame the


CH3CH3

CH3

CH3CH3

CH3

Br

CH3 CH3

CH3

CH3

CH3

a b d




rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3-3 rite the

structures for the

following compounds




rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3- rovide the


CH3 CH3

CH3CH3


of substituents4




rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3- Draw the














an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3












an oil slick


straight chains$




bull















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3















bull =0amples

H

CH3

CHCH3

CH2 CH2 CH3


CH3

CHCH3

CH

CH3

CH3

bp 58degC

mp -135degC

bp 50degCmp -8degC

CH3 C

C 3

CH3

CH2 CH3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3












6 Combustion


8 10132




heat or light


(industrial)











=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3










=thane Conformers


energy


H

H

H H

H H

Newman

roetion sawhorse

model

KL



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Chater 3









5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3







5orsional Strain



conformation



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Chater 3

ropane Conformers









totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3







totally eclipsed









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3









utane Conformers $



anti






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3






eclipsed



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



utane Conformers $



gauche

f



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



ames of the our

utane Conformers







Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3






Higher Alkanes


CH3CH2CH2CH2CH3

CH C

CC

C

H H H H

H H

H H

HH H

C l lk




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3




bull ormula C nH n


bull Compact shape






aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



aming Cycloalkanes




CH2CH3

CH2CH3

CH3




rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3amp14 e +AC


a b

CH3CH3

CH3

CH3

CH3

CH3



Ci 5 6 i i




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3




Cycloalkanes



Ring Strain and






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3






Ring Strain and


Ring Strain and



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Ring Strain and




chemistry4



per -CH -





Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3




Alkane rarr C H

on-cain

658$6 amp 658$6

6$1 686$1664$0 663$6 amp(mol662$4

C l







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3







Cyclopropane $


C l b



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Cyclobutane


ring-puckering

C l t



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Chater 3




strain

C l h



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Cyclohe0anebull




Chair Conformer of



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Chair Conformer of

Cyclohe0ane

oat Conformer of



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



oat Conformer of

Cyclohe0ane





Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3




Diagram

A0ial and =uatorial



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



A0ial and =uatorial

ositions

Eonosubstituted



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Eonosubstituted


amp 3 Di i l 6 t ti









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3









hindrance4

C



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



Cis-5rans 6somers


CH3

CH3


ulky 1roups





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3





conformer





rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



rob 3- ame the

following compounds

CH3

H

H

CH3

CH3

CH3

H

H

H

H

CH3

CH3

a b

icyclic Alkanes



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



icyclic Alkanes



carbons bridgehead

carbons












rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3











rob 3-3K ame the

following compounds

a b c



=nd of Chapter 3



=nd of Chapter 3

Wade Powerpoint/Lecture for Chapter 3

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Transcript of Wade Powerpoint/Lecture for Chapter 3