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Transcript of Isomerism Assignment
8/10/2019 Isomerism Assignment
http://slidepdf.com/reader/full/isomerism-assignment 1/12
ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND / NERUL/CHUCHGATE
SECTION-ISingle Correct Choice Tye
This section contains 8 multiple choice questions. Each question has 4 choices (A), (B), (C) and (D) for its answer, out
which ONL! ONE is correct.
"# ow man! chiral car"ons are there in #esepine (an antips!chotic dru$)%
N
H
N
O
CH3
O
O
O
CH3
O CH3
OCH3
OCH3
O
CH3
(A) & (B) 8 (C) ' (D) (
$# hich of the followin$ molecules is (are) chiral%
(A) * and ** (B) *** and *+ (C) **,*+ and +* (D) *,**,*** and +*
%# hich of the followin$ pairs of compounds is a pair of enantiomers%
(A) (B)
(C) (D)
&# *ndicate whether each of the followin$ pairs are identical, or%
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*# The S − enantiomer of i"uprofen is responsi"le for its pain0 reliein$ properties. hich one of the
followin$ structures shown "elow is (1)0 i"uprofen%
(A)
(B)
(C) (D)
+# The molecular formula of diphen!lmethane,
ow man! structural isomers are possi"le when one of the h!dro$en is replaced "! a chlorine atom%
(A) ( (B) 4 (C) 8 (D) '
",# The correct decreasin$ order in the enol content of followin$ molecules is2
(A) *3**3*** (B) **3*3*** (C) ***3**3* (D) **3***3*
""# hich of the followin$ has unsta"le enol form%
(A) (B) (C) (D)
"$# The num"er of steroisomers formed "! the $ien compound is2
N
H
N
H
CH3
O
O
CH3
(A) / (B) (C) 4 (D) 5
"%# hich of the followin$ compound does not under$o "ase0 catal!6ed e-chan$e in D2O een thou$h it
has an 70h!dro$en%
(A) (B) (C) (D) "oth (B) (C)
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"&# *n 3-methyl-2-cyclohexanone, which h!dro$en cannot under$o deuterium e-chan$e when it reacts
with CH 3O− / CH 3OD %
O
H1
CH2
H4
H5
H2
H3
(A) 4, H H (B) 4
H (C) /, H H (D) 5
, H H
"'#
The correct order of , , x y z is2
(A) x y z > > (B) z y x> > (C) y x z > > (D) x z y> >
"(# Choose the correct relation "etween l and /
l
C C C
H
H
H
H
l
/l
(A) /l l = (B) /l l > (C) /l l < (D) / /l l =
")# hich of followin$ compound will rotate the plane polari6ed li$ht at room temperature%
(A) (B)
(C) (D)
"*# hich of followin$ compound has center of s!mmetr!%
(A) (B)
(C) (D) All of these
"+# hich of followin$ is E
isomer%
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(A) (B)
(C) (D)
$,# hich of the followin$ is incorrect relation "etween $ien pairs%
(A) (B)
(C) (D)
$"# hich structure is most sta"le%
(A) (B) (C) (D)
$$# hich of the followin$ amines could in principle "e used as a resolin$ a$ent for a racemic
car"o-!lic acid%
(A)
( ) ( 5 /
9
C H CH NH
CH
− − −
(B)
( ) ( 5 /
9
C H CH NH
CH
± − −
(C) /CH NH − (D) 9
CH 3
CH - C H - NH - CH 3 3
$%# :um"er of structural formulae of the formula 5 C H Br hain$ stero$enic center is2
(A) 8 (B) / (C) (D) 4
$&# hich of the followin$ compounds is chiral%(A) / /
CH Cl CHOH CH OH − − (B) / /CH OH CHOH CH OH − −
(C) CHO CHOH CHO− − (D)
/
/
9
9
9
CH
H C NH
H C NH
CH
− −
− −
$'# ow man! $eometrical isomers are possi"le for $ien compound2
( 5
C H CH CH CH CH COOH − = − = −
(A) (B) 4 (C) / (D) 8
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$(# ;our :ewman pro<ection formulae of compound /CH OH CHOH CHOH CHO− − − are shown
"elow2
hich of the a"oe represents er!thro isomer%
(A) * and *+ (B) * and ** (C) ** and *+ (D) * and ***
$)# hich one of the followin$ statements are correct%
(A) 1tereoisomers which are nonsuperimpossi"le mirror ima$es are achiral
(B) Equimolar mi-ture of enantiomeric pair is called a racemic modification
(C) Chemical properties of enantiomers are different
(D) A racemic modification is conerted "! an opticall! inactie a$ent into a mi-ture of diasteromers
that can "e separated.
$*# The essential condition for optical actiit! is2
(A) The presence of chiral car"on (B) =olecular as!mmetr!
(C) The a"sence of onl! plane of s!mmetr! (D) The presence of centre of s!mmetr!.
$+# =a-imum potential ener$! is associated with which of the followin$ conformers of n − "utane2
(A) Anti (B) >auche (C) full! eclipsed (D) eclipsed
%,# hich of the followin$ compounds would e-hi"it cis trans− isomerism2
(A) / /CH CH CH CH − − = (B) ClCH CHCl =
(C)/
ClCH CCl = (D)/
CH CH COOH = −
%"# hich one of the followin$ c!cloal?anes will "e least sta"le2
(A) c!clopropane (B) c!clo"utane (C) c!clopentane (D) c!clohe-ane
%$#
The a"oe confi$uration has2(A) plane of s!mmetr! (B) a-is of s!mmetr!
(C) centre of s!mmetr! (D) non an! t!pe of s!mmetr!
%%# Amon$st the followin$, a pair of representin$ tautomerism is2
(A) /CH CH CN − − and /CH CH NC − − (B) /
CH CH CHO− − and
99O
CH C CH − −
(C)4 4
99O
CH C CH − −
and
4 /
9OH
CH C CH − =
(D) / /
9CH CH CH and CH CH CH CH
CH
− − − − −
%&# hich of the followin$ statements is not true re$ardin$ the cis0 trans isomers2
(A) The! are steroisomers (B) The! are diastereomers
(C) The cis isomers has a hi$her dipole0 moment the trans isomer
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(D) The cis isomer usuall! has a lower ".p. than the trans isomer
%'# hich one of the followin$ dienes is chiral2
(A) /CH CH C CH − = = (B) /CH CH CH CH CH − = − =
(C) /CH CH C CH CH − = = − (D) / / /
CH CH CH CH CH = − − =
%(# The structures $ie "elow are2
(A) Enantiomers (B) Diasteromers (C) >eometrical isomers (D) omomers
%)# hich of the followin$ compounds can "e opticall! actie%
(A) and (B) and / (C) / and (D) ,/ and
%*# hich of the followin$ compounds contains one or more strained rin$s%
(A) (B) (C) (D) All of these
%+# hich one of the followin$ compounds contains two chiral car"on atoms%
(A) ( ) /CH CH CHBr CH − − − (B)
/ /
9CH
CH CH CH CH OH − − − −
(C)/ /
9 NH CH CH COOH
CH
− − −
(D) / 5CH CHBr CHBr C H − − −
&,# The structure of the opticall! actie lowest molecular wei$ht alcohol containin$ onl! car"on.,h!dro$en and o-!$en is2
(A)
/
9OH
CH CH CH CH − − −
(B)
9OH
CH CH CH − −
(C)
/ /
9OH
CH CH CH CH CH − − − −
(D) / 5
'
9
9
OH
CH C C H
C H
− −
&"# hich pair of isomerism is not possi"le to$ether2(A) ;unctional and position (B) #in$0 chain and functional
(C) =etameism and functional (D) Chain and functional
&$# Consider the followin$ ;ischer pro<ections2
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hich statements are@ is correct2
() * and ** are enantiomers (/) * and *** are enantiomers
() ** is meso form (4) * and ** are diasteromers
1elect the correct answer from the codes $ien "elow2
(A) onl! 4 is correct (B) and / are correct
(C) /, and 4 are correct (D) All are correct
&%# hich of the followin$ compounds are chiral%(A) (B)
(C)
(D) All of these
&&# =olecular formula 5 /C H O will show2(A) osition isomerism (B) ptical isomerism
(C) ;unctional isomerism (D) All of these
&'# hich amon$ the followin$ compounds will $ie ma-imum enol content in solution2
(A)
( 5 /
99 99O O
C H C CH C CH − − − −
(B)
/
99 99O O
CH C CH C CH − − − −
(C) / /
99O
CH C CH CH CH − − − − (D) / / 5
99O
CH C CH COOC H − − −
&(# hich amon$ the followin$ compounds will show $eometrical isomerism2
(A) /CH CH CH − = (B)
/
9CH C CH
CH
− =
(C)
9CH C CHD
CH
− =
(D) CH CH CHD− =
&)# :um"er of confi$urational isomers of the compound/ /
CH OH CHOH CHOH CH OH − − − is2
(A) 8 (B) / (C) 4 (D)
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SECTION-IICo.rehenion Tye
This section contains / $roups of questions. Each question has 4 choices (A), (B), (C) and (D) for its answer,
out of which ONL! ONE is correct.
01r1gr1h 2or 34etion No# &* to ',
1ta"ilit! of c!cloal?anes can "e e-plained on the "asis of B1eyer tr1in theory# This theor! is applica"le
onl! for c!clopropane, c!clo"utane and c!clopentane. 1ta"ilit! of c!clohe-ane and its deriatie can "e
e-plained "! =ohrs theor!. Accordin$ to this c!clohe-ane e-ists in two forms chair and "oat. The chair
form is more sta"le than the "oat form. Eer! car"on of chair form has an a-ial and equatorial "onds. Bul?!
$roups are $enerall! present at equatorial position. The preferred conformation of c!clohe-ane rin$ is the
chair form, "ut when intramolecular h!dro$en "ondin$ is possi"le "etween $roups in and 4 positions, the
molecule assumes a "oat form. Boat form is also preferred conformation when er! lar$e $roups are present
at position0 and position04.
&*# hich one of the followin$ is most preferred conformation of ,/0dimeth!lc!clohe-ane%
(A) (B)
(C) (D)
&+# hich one of the followin$ is most sta"le%(A) (B)
(C) (D)
',# hich one of the followin$ is most sta"le conformer of cis ,40diter0"ut!l0
c!clohe-ane%
(A) (B)
(C) (D)
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01r1gr1h 2or 34etion No# '" to '$
Consider the $ien structures and answer A,B C
'"# hich of the compound is opticall! actie%
(A) (B) # (C) 1 (D) T
'$# hich of the isomer is most sta"le%
(A) # (B) 1 (C) T (D)
SECTION 5 IIIM1tri6 5 M1tch Tye
This section contains questions. Each question contains statements $ien in two columns, which hae to "e
matched.
'%# Col4.n 7I8 Col4.n 7II8
7A8 78 ( )/ , / R E penten ol − − − −
7B8 798 ( )/ , / R penten ol − − − −
7C8 7r8 ( )/ , /S E penten ol − − − −
7D8 78 ( )/ , /S penten ol − − − −
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'&# Col4.n 7I8 Col4.n 7II8 Molec4le 0roerty
7A8 78 olar molecule
7B8 798 pticall! actie
7C8 7r8 pticall! inactie
7D8 78 lane of s!mmetr!
''# Col4.n 7I8 Col4.n 7II8 Molec4le 0roerty
(A) 78 =eso Compound
7B8 798 Compound hain$ een no. of chiral centres
7C8 7r8 pticall! actie compound
7D8 78 Compound hain$ odd no. of chiral centres
!ns"er #ey
F
H
C C C C
H
F
F
HC C C
H
F
FF
H
F
HH
H
H
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"# (B) $# (D) %# (B) &# (C)
'# (D) (# (C) )# (A) *# (D)
+# (B) ",# (A) ""# (C) "$# (B)
"%# (D) "&# (A) "'# (D) "(# (A)
")# (B) "*# (D) "+# (D) $,# (D)
$"# (C) $$# (A) $%# (C) $&# (D)
$'# (B) $(# (A) $)# (B) $*# (B)
$+# (C) %,# (B) %"# (A) %$# (C)
%%# (C) %&# (D) %'# (C) %(# (A)
%)# (C) %*# (D) &+# (D) &,# (A)
&"# (C) &$# (C) &%# (D) &&# (D)
&'# (D) &(# (D) &)# (C) &*# (C)
&+# (A) ',# (D) '"# (D) '$# (A)
'%# $%!− &' %B− R' %C − (' %D− S')
'&# $%!−
R* S' %B−
&*(' %C −
R*S' %D−
&*R*S')
''# $%!− (* R' %B− R*S' %C − (*R' %D− &*(')