Isomerism Assignment

8/10/2019 Isomerism Assignment

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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%





*# 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)



"&# *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%



(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



$(# ;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



(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



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)



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)



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 − − − −



'&# 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



"# (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− &*(')

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Isomerism Assignment