34 Alcohols & Ethers - Problems for Practice - Level 1

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    EXERCISE-I(A)

    Q. Whch of th foowg rcto s cd s BouvutBc rducto

    ducto of cy hd wth PdB

    B ducto of str wth

    ducto of hydrd wth

    D ducto of crboy compouds wth g

    Q. Gyco o trtmt wth Pmy gvs

    Ethy B Ethy odd Ethy odd D Eth

    Q. cro s formd wh gycro s htd wth

    cdfd

    B Br

    wtr

    D

    Q. Gycro o trtmt wth oxc cd t forms

    y coho B Formc cd

    d D Gycrc cd

    Q. f th strtg mtr s mthypoxy cycopt of bsout cofgurto dcd whch

    o compoud corrcty rprst th product of ts rcto wth sodum mthoxd mtho.

    B

    D

    Q.6 Wh pho s trtd wth P th yd of chorobz s gry poor bcus of th formto

    of

    Bzoy chord B pchoropho ochoropho D Trphy phospht

    Q.7 th foowg rcto f product s

    /O

    \HCCHClCH

    2

    14

    2 52

    HNaOC

    OH|

    HOCHCCHClCH522

    14

    2B

    52

    2

    14

    2

    HOC|

    ONaHCCHClCH

    /

    O\

    HOCCHCHHC5222

    14

    D/

    O\

    HOCHCCHCH522

    14

    2

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    Q.8 osdr th rcto of wth th foowg:

    I II

    Whch forms d-odd o rcto wth xcss?

    d both B oy oy D o

    Q.9 Etho o rcto wth ctc hydrd gvs

    ctc str B Formc str

    Ethoc cd D ctc str d Ethoc cd both

    Q. Etho cot b drd by hydrous

    du to formto of th foowg sovtd product

    B

    D

    Q. t of hydrto of

    w b ordr:

    < < B < < < < D < <

    Q. Th rcto of

    wth gvs

    B

    +

    D

    +

    Q. Th umbr of mthoxy groups compoud c b dtrmd by trtg t wth

    d g

    B odum crbot odum hydroxd D ctc cd

    Q. ost cdc coho out of foowg compouds s

    B

    D Ph

    Q. cto of

    o

    gvs foowg s mjor product

    B

    = D

    Q.6 compoud X wth mocur formu

    8 c b oxdsd to compoud Y wth th mocur

    formu

    6

    X s most y to b

    Prmry coho B codry coho dhyd D to

    Q.7 Dthy thr d r gvs thr hydroproxd. Th mchsm of th rcto s

    ucophc substtuto B Fr rdc ddto

    Fr rdc substtuto D o of th bov

    Q.8 Ethr o crboyto gvs

    oc cd B o y ot D

    Q.9

    H|

    'RORI

    + tru bout ths mchsm

    gs phs B

    quous phs

    both of th bov D o

    Q. Pho wth sbrgs rgt gvs upho B uphc cd uphoc str D upho

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    Q. ct th odd structur out

    B

    D

    Q. Gycro 4KHSO

    4LiAlH

    B

    d B r:

    cro y coho B Gycry supht cryc cd y coho cro D y cro B s ot formd

    Q. thr s htd wth phosphorous pt suphd to gv

    tho B Dy suphd ydrog suphd D Thostr

    Q. PhoC140/CO)ii(

    NaOH)i(

    2

    + OH/H 2 B

    ,COOHCH

    OAl

    3

    32

    ths rcto th d product s:

    scydhyd B scyc cd phy ctt D spr

    Q. th brms troso rcto chgs th coour of pho occurs s:

    Brow or rd-grsh rd-dp bu B rd-dp bu-gr

    rd-gr-wht D wht-rd-gr

    Q.6 OH3 . s

    B D

    Q.74KMnOalkaline

    cold

    AcOH

    CrO3 B

    d B r:

    B

    D o formto of d B

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    Q.8 B 4NaBH

    = Pt/H

    2

    d B r:

    =

    B

    =

    = both css

    D

    both css

    Q.9 B ONaCH

    OHCH

    3

    3 + H

    OH 18

    2

    d B r

    OHOH||CHCCH

    |CH

    18

    23

    3

    3

    23

    3

    OCHOH||CHCCH

    |CH

    B

    OHOH||CHCCH

    |CH

    18

    23

    3

    3

    23

    3

    OCHOH||CHCCH

    |CH

    OHOH||CHCCH

    |CH

    18

    23

    3

    OHOH

    ||CHCCH

    |CH

    1818

    23

    3

    D

    OHOH

    ||CHCCH

    |CH

    1818

    23

    3

    OHOCH||CHCCH

    |CH

    3

    23

    3

    Q. xc cd +

    hc 42

    SOH.conc

    B B s:

    B

    OHOH||CHOCH

    22 D o

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    Q.

    ct schms B out of

    I cd ctysd hydrto II B III oxymrcurto-dmrcurto

    css B D

    Q. Dhydrto of th cohos

    w b ordr

    V > > > B > > > V V > > > D > V > >

    Q. gBr +

    +OH3 HBr

    B ether/Mg

    +

    OH

    HCHO

    3

    D HI E

    E s

    B D

    Q. +H ? Product s:

    B D

    Q. KOH.Alc jor product s

    B

    D

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    Q.6OH

    RMgX

    2

    ? Product btd s:

    ''R|

    OHCHC'R |

    R

    2 B

    ''R|

    OHCRCH |

    'R

    2

    ''R|

    OHCCH'R |

    R

    2 D

    'R|

    OHCCH''R |

    R

    2

    Q.7

    NaOH/I2

    +H

    s

    B D

    Q.8

    OCH

    OHCH

    3

    3 42

    3

    SOH

    OHCH B & B r:

    & B &

    & D &

    Q.9 3AlCl ? jor Product s:

    B

    D

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    Q. ? Product s:

    B

    D o rcto

    Q.NaOHICH)ii(

    KOHCHCl)i(

    22

    3

    +

    + [X] hr X s:

    B

    D

    Q. . ths do

    t

    s mor bsc th tht of t

    B t

    s mor cdc th t .

    both hv sm bscty D both hv sm cdc strgth

    Q. =

    OH

    X

    2

    2 OH

    B

    B

    ClOH||

    )CH(CC)CH(2323

    OHOH ||

    )CH(CC)CH(2323

    D o

    Q.HCl

    NaNO2

    s

    B D

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    Q.

    OH|

    OHCHCHCHCHCH222

    =

    2MnO

    . s

    O||

    OHCHCHCCHCH222

    = B

    OH|

    CHOCHCHCHCH22

    =

    O||

    CHOCHCCHCH22

    =

    D

    O||

    COHCHCCHCH ||

    O

    22 =

    Q.6 ctopho HHCO3

    +OH3 B + +

    H

    AnhydridePthalicdctor D

    & D r

    & B Ph &

    Ph & D &

    Q.7 m-mopho o trtmt wth d

    gvs whch of th foowg s mjor product?

    B D

    Question No 48 to 50 (3 questions)

    Q.8 ompoud B s?

    B D

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    Q.9 rgc compoud dos ot udrgo d crboxyto rcto bcus?

    trmdt dos ot foow ytzff ru

    B trmdt dos ot foow ofms ru

    trmdt dos ot foow Brdcts ru

    D trmdt dos ot foow rwooffs ru

    Q. Tot o. of strosomrs of B r?

    B D 6

    EXERCISE-I(B)Q. ompoud whch gvs coho o rducto sr

    O||

    ClCMe B

    O||

    NHCMe2

    /O\

    CHCHMe2

    D

    MeOCCMe ||||

    OO

    Q. Pho d tho r dstgushd by th rcto wth

    d tmus B

    F

    D

    Q. th rcto squc

    OH2 2

    42

    Hg

    SOH.dil

    + B

    Ni

    H2 tru bout th product s

    gv yow ppt. wth B ts f oxdto product s crboy compoud

    ts f oxdto product s

    d D ts f oxdto product s

    Q. Whch c b cvd by ?

    3223 CCHCCHCHCH

    ||||OO

    B 323 CHCHCCHCH

    |||OOH

    D

    OH|

    CCHCHCHCCHCH||||OO

    3223

    Q. B oxymrcurto-dmrcurto d cd ctysd hydrto w ot gv sm product

    B D

    Q.6 Dthy thr rcts wth P

    to form

    Ethy chord B Phosphorous oxy trchord

    Etho D Eth

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    Q.7 ct th corrct sythss products

    NaOHOH,OHTHFBH 223

    B NaOHNaBH

    OH

    )OAc(Hg 4

    2

    2

    22ClCH

    mCPBA

    D

    Q.8 Th mocus of thr dhydrts th prsc of

    B

    P

    7D q.

    Q.9 hydrd of coho s Ethr B dhyd

    y hydrog suphr D

    Q. ucs tst s usd to m dstcto btw d cohos

    +.conc

    HCl 2ZnClanhydrous

    turbidityWhite

    RCl +

    Ths shows tht

    bhvs s bs

    B grtr th vu of pcoho grtr th rctvty wth coc. d thus soor th formto

    of wht turbdty.

    coho whch rcts fstst wth mt w gv turbdty t fstst rt

    D coho whch gvs rd coour durg Vctor yor tst w gv turbdty t sowr rt th thos

    gvg bu or wht coour durg Vctor yor tst.

    Q. f tho dssovs wtr th whch of th foowg woud b do

    bsorpto of ht B Emsso of ht

    crs voum D otrcto voum

    Q. Whch mthod s usfu for th sythss of thr?

    NaOH.aq

    B

    +

    +

    D Br +

    Q. Whch of th foowg c rct wth Ts

    Gycro B xmocto

    of wtrgr D dmthy m

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    Q. Whch sr corrct sttmts?

    B

    Ths s oy ffctd rducto to cohoOHCH

    NaBH

    3

    4

    D

    Q. -mthy--hxo c b prprd by

    g d -hxo foowd by hydroyss

    B

    g d -pto foowd by hydroyss

    7g d -buto foowd by hydroyss

    D 9g d propo foowd by hydroyss

    Q.6 whch css product formd r ot ccordg to rcto?

    + 42

    SOH

    B + 42

    SOH

    = +

    D +

    Q.7 Dhydrto of cohos t pc mor rpdy wth P

    th wth

    . ct th corrct

    sttmts bout th foowg dhydrto rcto.

    pyridine

    POCl3

    t dos ot vov crbocto.

    B t vovs P

    wth P

    s bttr vg group.

    t vovs E mchsm s pyrd bs bstrcts proto from th djct crbo s th sm

    tm t whch P s vg.D t s E rcto wthout formto of crbocto.

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    Q.8 Whch of th foowg w gt oxdsd by Br to crboxyc cd?

    B

    OH|

    CHCH3

    D

    Q.9 ob-chmdt rcto o-hydroxy bzoc cd s prdomty formd. Ths s bcus

    scyt o s strogr bs th phoxd o

    B scyt o s wr bs th phoxd o

    p-hydroxy bzot o s strogr bs th phoxd o

    D p-hydroxy bzot o s strogr bs th scyt o

    Q. tho c b dstgushd from tho by

    tg wth

    d B Trtg wth schffs rgt

    Trtg wth r souto d. D Trtg wth ucs rgt

    Q. Products form by foowg rctos r

    +KOHCHCl3

    B D

    Q. For th rctos show bow dtfy th corrct sttmts wth rgrd to th products formd:

    +H,MeOH

    P MeOH/NaOMe

    Q

    P d Q r dtc

    B P s rcmc d Q s optcy ctv

    P d Q r posto somrsD both r optcy ctv

    Q.

    reagent

    Tilden 3

    NH

    HCl

    NaNO2 . Th product c b

    coho B Ethr y chord D y trt

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    Q. Products form durg dhydrto of foowg cohos r

    +H

    B D

    Q. osdr th foowg compoud bow

    ct th corrct sttmts

    t s mor cdc th B t s mor cdc th COHCH

    ||O

    3 t rcts vry fst wth ucs rgt D t s dcd bs

    Q.6 tch th foowg:

    Reaction Mechanism

    42SOH.Conc P chg umbr of crbo cyc

    B 4HIO Q Pco rrrgmt

    heat

    H

    xdtv bod cvg

    Dheat

    OH3

    to s product

    Q.7 tch th coum:

    Column I Column II

    dtfcto of & cohos P xymrcurto dmrcurto

    B dtfcto of & tro s Q u ht

    Formto of coho by t rovovs Vctor yrs tst

    ddto of D Formto of coho by rovovs ydroborto oxdto

    ddto

    T ucs tst

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    Q.8 tch th coum:

    Column I Column II

    xdto of coho dhyd P

    B r

    . . Q os rgt

    r

    . Jos rgt

    D xdto of to cd P..

    Q.9 tch th products of foowg:

    Column I Column II

    HI

    P

    B Vot coor s obt by th Q

    rcto of utr F

    wth

    cto of bzdhyd wth

    gvs

    D + ?

    Q.

    3

    23

    CH|

    CHCHCHCH =

    RagentRe

    coho

    whch s tru bout coho d ?

    Alcohol Reagent

    3

    223

    CH|

    OHCHCHCHCH B6

    B

    OHCH ||

    CHCHCHCH

    3

    33

    Pd

    3

    323

    CH|

    CHCHCCH |

    OH

    gc

    B

    D

    3

    323

    CH|

    CHCHCCH|OH

    d.