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01 RACE-01 To 13 - Isomerism - OC - IIT JEE - NUR

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61 views20 pages

01 RACE-01 To 13 - Isomerism - OC - IIT JEE - NUR

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archismanbehera7
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© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
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RACE # 01 ORGANIC CHEMISTRY

1. The type of isomerism observed in alkane is:-


(1) chain (2) position 7. H H and H H are
O O
(3) ring and chain (4) (1) and (2)
2. Number of isomers of C5H12 is :- (1) Ring chain isomer
(1) 2 (2) 3 (3) 4 (4) 5 (2) Chain isomer
(3) Position isomer
3. How many structural isomers are possible for a
(4) Functional group isomer
compound with molecular formula C3H7Cl? 8. Cyclohexane and Methylcyclopentane are:-
(1) 2 (2) 5 (3) 7 (4) 9 (1) C.I. (2) P.I. (3) F.G.I. (4) R.C.I
9. Which of the following are correct for position

EN
4. The given pairs are
isomers?
(a) CH3  CH  CH2  CH2  CH3
(1) Molecular mass different
CHO (2) Belongs to different classes
(3) Having same length of carbon chain
(b) CH3  CH 2  CH  CH2  CH 3
(4) Having different functional group
CHO
(1) chain isomer
10. (a) (b) H
(2) position isomer H O O
O O
(3) metamers Structure (a) and (b) are :-
(4) functional group isomer (1) C.I. (2) P.I.
5. (a) CH3 CH2 (3) R.C.I. (4)Identical
CH2 11. Choose the group showing position isomerism:-
CH CH2
O O
C
LL
CH3
(a) (b) CH2  CH  CH3
O OCH3
CH3
OCH 3
CH3 CH3
CH2 (c) CH2=CH–CH2–OH (d) CH
CH CH2 3
(b) O
O
C CH2
(e) CH3  CH  CH  CH 3
O CH3
The given two structures are:- (1) b and e (2) b and c
(1) Ring chain isomer (3) a and d (4) a, b, c and e
(2) Position isomer 12. The total number of structural isomer of aldehydes
having the molecular formula C5H10O is
(3) Chain isomer
(1) 3 (2) 4 (3) 5 (4) 6
(4) Functional group isomer
A

13. How many isomeric pentynes (C 5 H 8 ) are


6. Which of the following statement are incorrect possible :-
for chain isomers? (1) 3 (2) 4 (3) 5 (4) 6
(1) Molecular formula same 14. The total number of benzene derivatives having
the molecular formula C7H7Cl is :-
(2) Different arrangement of carbon chain
(1) 2 (2) 3 (3) 4 (4) 5
(3) Belongs to same class 15. The number of primary alcohols possible with
(4) Having different chemical properties the formula C4H10O is :-
(1) 2 (2) 3 (3) 4 (4) 5

ANSWER KEY
1. 4 2. 2 3. 1 4. 1 5. 3 6. 4 7. 3
8. 1 9. 3 10. 1 11. 3 12. 2 13. 1 14. 3
15. 1
[Page # 1]
BHUBANESWAR, ODISHA
RACE # 02 Functional Isomerism Metamerism ORGANIC CHEMISTRY
Ring Chain Isomerism
1. Diethyl thioether and isopropyl methyl thioether are OCH3
OCH 3
(1) Metamers (2) Position isomers
(3) Chain isomers (4) Chain and position both (1) (2)
H 3C
2. CH 3 CHOHCH 2 CHO and CH 3 CH 2CH 2 COOH CH3
constitute a pair of CH3
(1) Position isomers (2) Metamers OCH3 O–CH2–CH3
(3) Chain isomers (4) Functional isomers (3) (4)
3. Metamerism is shown by -
(1) Diethyl ether and n-propyl methyl ether 11. C–O and H–C–O are :-
(2) Ethyl alcohol and diethyl ether

EN
O O
(3) Acetone and propionaldehyde (1) Position isomers (2) Chain isomers
(4) Propionic acid and acetic acid (3) Functional isomers (4) Metamers
4. Which of the following pairs of compounds are 12. Metamerism show by :
not metamers -
(1) CH3–CH2–CH–CH2 –CH3
(1) CH3OCH2CH2CH3 and CH3CH2OCH2CH3
(2) CH3CH2OCH2CH3 and CH3OCH(CH3)2 CHO
(3) CH3NHCH2CH2CH3 and CH3CH2NHCH2CH3 (2) CH3–CH2–C–CH2–CH3
(4) CH3NHCH2CH2CH3 and CH3–N–CH2CH3 O
3 CH (3) CH3–CH2 CH2–CH3
5. Isomers of propionic acid are
(A) HCOOC2H5 & CH3COOCH3 (4) All of these
(B) HCOOC2H2 & C3H7COOH 13. Which of the following pairs are metamers?
(C) CH3COOC2H5 & C3H7OH (1) CH3COOH and CH3– COO – CH3
(D) C3H7OH & CH3COOCH3 O O
6. Which of following is isomeric with propanoic
LL
(2) CH3 – C –C2H5 and C2H5 – C –CH3
acid ?
O O
(1) CH3–C–OCH3 (2) CH2–CH2–C–H
(3) –C– CH2 –CH3 and CH3–C– –CH3
O OH O
(3) Both (1) & (2) (4) CH3O–CH2–CH2–OH CH3
O O (4) CH3–CH2–NH–CH2–CH3 and CH3 –N–C2 H5
7. NH
N
CH3
I H 14. and CH3–CH2–CCH are :-
II
The structure I & II are related as :-
(1) Ring chain isomer (2) Chain isomer ( 3 )
(1) Functional isomer (2) Metamer
Functional isomer(4) Metamerism
(3) Position isomer (4) Tautomer
15. Which of the following pair of compound is a
A

OH
OH ring-chain isomers :-
CH3
8. and are
CH3–CH–CH–CH3
(1) and

(1) Position isomers (2) Functional isomers OH OH HO OH


(3) Chain isomers (4) Metamers CH2–Cl Cl
9. Which of the following compounds is isomeric (2) and
with methyl vinyl ether :- CH3
(1) Propanal (2) 1-Propanol
(3) Ethyl methyl ether (4) Ether (3) CH2=CH–CH2–OH and OH
10. Which of the following is metamer of "p" – CH 3
O–CH3 (4) and CH2–CH 3
P= CH3
CH3

ANSWER KEY
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
1 4 1 4 1 3 1 2 1 4 4 2 3 1 3
[Page # 2]
BHUBANESWAR, ODISHA
RACE # 03 (Structural Isomerism_Tautomerism) ORGANIC CHEMISTRY

1. Tautomerism is not exhibited by :- 5. Which of following compounds forms highly


unstable enol ?
(1) CH=CH–OH (2) O O O
O (1) (2)

(3) O (4) O O O
O
2. Which have most stable enol form :- (3) O (4)

EN
O
(1) CH3–C–CH2–C–CH3
6. Keto and enol forms of a compound are related
O O
to each other as :
(2) CH3–C–CH2–C–O–CH3 (1) resonance structures
O O (2) conformations
(3) CH3–C–CH3 (3) configurational isomers
(4) constitutional isomers
O
7. The order of stability of the following tautomeric
O compound is :-
(4)
OH O O O
| || || ||
3. Which of the following compound will undergo CH2=C–CH2–C–CH3 CH3–C–CH2–C–CH3
tautomerism ? I II
LL
O
OH O
| ||
CH3–C=CH–C–CH3
O O
III
(1) (2) (1) I > II > III (2) III > II > I
(3) II > I > III (4) II > III > I
O
8. Which of the following cannot show tautomerism
(1) Acetone (2) CH2 = CH—OH
O O

(3) C–H (4) CH3


A

(3) (4)
4. Keto –enol tautomerism is observed in -
O 9. Which of the following compound has highest
enol content ?
(1) H5C6 – C – H
O O O O
O (1) (2) Ph
(2) H5C6 – C – CH3 O O
O O
O (3) Ph Ph (4)
(3) H5C6 – C – C 6H5
(4) All of these

[Page # 3]
10. Percentage enol content maximum in :- 13. Order of enol contents of the following
compound is :-
(1) (2) O O
O
O
O
O

O (I) (II) (III)


(3) O
(4)
O (1) I > II > III (2) I > III > II
(3) II > I > III (4) III > II > I
O O 14. Which of the following compound do not show
11. The keto isomer of the following compound is tautomerism?
OH
O
HO OH Ar
(1) CHCHO (2)

EN
Ar
HO OH

OH
(3) (4) O
O O O
O O O OH 15. How many of following compounds are showing
(1) (2) tautomerism phenomenon :-
O O HO OH
O O O O
O OH
CH3 CH3
, , ,
O O CH3 CH3
HO OH O OH
(3) (4) N–O–H
LL
(1) One (2) Two
O O HO O
(3) Three (4) Four
OH O
12. The most stable enolic form of 2, 4–
pentanedione is :-
OH O
(1) CH2=CH–CH2–C–CH 3
OH O
(2) CH3–C=CH–C–CH3
(3) CH2=CH–CH=CH 2
A

OH OH
(4) CH3–C=C=C–CH 3
OH OH

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans 4 1 4 2 2 4 2 4 3 3 3 2 2 3 2
[Page # 4]
BHUBANESWAR, ODISHA
RACE # 04 (Conformational Isomerism) ORGANIC CHEMISTRY
1. Identify conformer of 2–methylpentane :- 5. For HO–CH 2 –CH 2 –F, the correct order for
stability decreasing order is :-
CH3 H
(1) Eclipsed, staggered, gauche
H H H H (2) Gauche, eclipsed, staggered
(1) (2)
(3) Gauche, staggered, eclipsed
H H H 3C Et
(4) Eclipsed, gauche, staggered
CH2–CH3 CH3
6. In the given compound rotation by which angle
gives most stable conformer :
CH3 CH3
Et

EN
H H Me
(3) (4) Me
H
H H H 3C HH 2 3
H H HO
H
2. Which of the following is most stable ? H OH
(1) C3 by 60º clockwise
CHO CHO
(2) C3 by 60º anti clockwise
H NH2 H H
(3) C3 by 120º anti clockwise
(1) (2) (4) C3 by 180º clockwise
H H H H
H NH2
7. Which of the following is most stable conformer
CHO CHO OH OH
LL
NH2 H H F H H
(1) (2)
(3) (4) H H
H H H H H H
H H H NH2 H F

3. Following structure have maximum energy if 'Z' OH OH


is :- H F
NO2 (3) H (4) H
CH3 Z
H F H H H H
CH3
CH3 H 8. In the Newman projection for CH3–C–CH2–CH 3 :
H
A

CH3
(1) –OH (2) –CH 3
(3) –NH 2 (4) –F X
H3C CH3
4. C2 is rotated anticlockwise 120° about C2–C3.
The resulting conformer is :-
H H
CH3 Y

H 3 H X and Y can respectively be :


2 (1) CH3 & H (2) H & C2H5
H H (3) CH3 & CH3 (4) Both (2) & (3)
9. The dihedral angle in the staggered
CH3
conformation of C2H6 is :-
(1) partially eclipsed (2) eclipsed (1) 120° (2) 60°
(3) gauche (4) staggered (3) 0° (4) 90°

[Page # 5]
10. Which of the following conformers is most 14. The structure below are :-
stable :-
CH 3 H
OH OH H H
NO2 H H H
H CH3 H CH3
(1) (2) H CH3
H O2N
H HH H HH (1) not isomers
(2) conformational isomers
OH H
H
(3) cis-trans isomers
(4) structural isomers
(3) (4)
15. How many Gauche conformations are possible

EN
H H for n-butane?
NO2
(1) 2 (2) 3
OH (3) 4 (4) 1
11. H Z
16. Which of the following compounds exhibit
conformational isomerism ?
H H
H (1) But-2-ene
Above Gauche form is stable when z is :-
(2) Ethane-1,2-diol
(1) –F (2) –OH
(3) –OCH3 (4) All (3) Maleic acid
12. Increasing order of stability among the three
main conformer of 2-fluroethanol is :- (4) Fumaric acid
LL
(1) Eclipse, gauche, anti
17. What is bond angle between starmarked (*)
(2) Gauche, eclipse, anti
carbon atoms
(3) clipse, anti, gauche
(4) Anti, gauche, eclipse
*
CH
13. Which one of the following is the most stable 3

H CH3
conformer?

CH3 CH3 H *
CH 3

OH H H CH3 H
(1) (2)
H OH H OH (1) 120°
CH3 OH
A

(2) 60°
CH3 OH
H OH H CH3 (3) 109.5°
(3) (4) (4) Cann't determine
H OH H CH3
CH3 OH

ANSWER KEY
1 2 3 4 5 6 7 8 9 10 11
4 1 2 3 3 4 1 4 2 3 4
12 13 14 15 16 17
3 3 4 1 2 3
[Page # 6]
BHUBANESWAR, ODISHA
RACE # 05 (CONDITION FOR G.I.) ORGANIC CHEMISTRY
1. Which of the following compounds will show 9. Geometrical isomerism is possible in :
geometrical isomerism? (1) Butene (2) Pentene
(1) 2-Butene (2) Propene (3) 2-Methyl but-2-ene (4) None
(3) Ethylene (4) 2-Methyl-2-butene 10. Geometrical isomerism is possible about which
2. Which of the following can show geometrical of following multiple bonds?
isomerism? (1) C = N (2) C = O
Cl (3) C C (4) C  N
(1) (2) CH2
Cl Cl 11. Which one show G.I. :-
Cl Cl
Cl Br

EN
(3) Cl Cl (4)
(1) (2) F Br
3. Geometrical isomerism is not observed in:- F Br
Ph Me H
C=C Cl Cl Cl
(1) (2) N
H Et (3) (4)
NH N
Br Br Br H
(3) (4) CH=CH
Me 12. Which of the following shows geometrical
4. Which can show geometrical isomerism : isomerism?
Cl Me Ph H (a) 2–chloro but–2–ene
(1) (2) (b) 1–phenyl propene
H Me H Me
H OH
(c) 1, 3–dichloro cyclopentene
(3) (4) N (d) 2–methyl pent–2–ene
LL
H
(1) a, b, c, (2) a, c
5. Compound which can show geometrical
isomerism : (3) a, c, d (4) a, b
13. Among the following compounds, the one
H 3C H H 3C Ph
(1) C=C (2) C=C which does not show geometrical isomerism is
H D H (1) C6H5N = NC6H5 (2) C6H5CH = CHC6H5
Me (3) C6H5 — C = N — OH (4) C6H5 — C = N — OH
(3) CH3–CH=C (4) CH3–CH–CH=CH 2
CH3 CH3 C6H 5
Cl
6. Compound which can show G.I.? 14. Which of the following compound will not show
(1) 2-phenyl prop-1-ene geometriocal isomerism?
(2) 1,1-dichloro prop-1-ene
(3) 4-phenyl but-1-ene (1) C  C – CH3 (2) (C6H5)2 N2
A

(4) 1-phenyl but-2-ene


7. Which of the following compounds will show CH3
geometrical isomers? (3) (4) CH3 C
Cl Cl
(1) 2–pentyne (2) 2–pentene N
(3) 2–methyl propene (4)2–methyl–2–butene OH
8. Geometrical isomers are possible for : 15. Geometrical isomerism is possible for the
(1) CH3–CH2–C–CH2CH3 (2) CH3CH2–C–CH3 compound?
=
=

NOH O (1) Cl2C=CBr2 (2) ClBrC=CBrCl


(3) CH3CH2–C–CH3 (4) C6H5–C–C 6H5 (3) ClCH=CBr2 (4) (CH3)2C=CBrCl
=

NOH O

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans 1 3 1 2 1 4 2 3 4 1 4 4 4 3 2
[Page # 7]
BHUBANESWAR, ODISHA
RACE # 06 (Stereo Isomerism) ORGANIC CHEMISTRY
1. Which of the following will show geometrical 7. Which of the following does not show geometri-
isomerism? cal isomerism?
(1) 1-Butene (2) 1,2-Dibromoethene (1) CH3 – CH = CH – CH3
(2) CH3 – CH2 – HC = CH2
(3) Propene (4) Isobutylene
2. The isomerism shown by Benzaldoxime - (3) CH3 – C = CH – CH3
Cl
..
CH=N–OH is (4) ClHC = CH – CH2 – CH3
8. Which of the following will show geometrical
isomerism?

EN
(1) Optical (2) Functional
(3) Metamerism (4) Geometrical (1) (2)
3. Which is a pair of geometrical isomers -
(3) (4)
Cl Me Br H
C=C and C =C 9. Which of the following can not exist in 'Cis' and
(1)
Br H Cl Me 'trans' form
(1) HOOC–CH=CH–COOH (2) C2FCl BrI
Ph OH Me Cl
(2) C=N and C =N
Me Ph OH CH3–C = C–CH3
(3) (4)
Br OH H
Br Br Br 10. Which of the following compounds can show
(3) Br and
geometrical isomerism :-
Cl Cl CH3
Me Ph H Ph (1) C
Cl
(2) C
CH3
C=C and C= C Cl
(4)
LL
H Me Me Me Cl
CH3 Cl
(3) C
Cl
(4) C
4. Which of following compound can show geo- H H
metrical isomerism ? 11. Which of the following can show G.I
H CH3
Br Cl CH 3 (a)
(1) C C (2) C Cl Me
I Cl CH 3
H Cl
CH3 CH3
(b)
F Et Cl H
(3) C C (4) C
Cl Et CH3 CH3 CH3 H
(c) C=C=C=C
CH3 H
5. Which of the following represent cis-trans isom-
H H
erism (d) C=C=C
A

(1) ClCH = CHCl (2) Cl 2C = CH2 Cl CH3


(3) ClCH2CH2Cl (4) Cl2C = CCl2 F CH3
(e) C=C=C=C
6. Geometrical isomerism is shown by Br Cl
CH3
H CH3 I CH 3 H H
(1) C =C (2) C=C
H H CH 3 H (f) H CH3
CH3
CH3 CH 3 Br CH 3
C=C C= C (1) a, d, f only (2) b, c, e only
(3) (4)
CH3 H Br H (3) a, c, e only (4) b, e, f only

ANSWER KEY
1 2 3 4 5 6 7 8 9 10 11
2 4 4 4 1 2 2 4 2 2 4
[Page # 8]
BHUBANESWAR, ODISHA
RACE # 07 Geometrical Isomer (E-Z system) ORGANIC CHEMISTRY
1. Which of the following has E configuration? 6. Which of the following is 'Cis' as well as 'E'?
Cl CH2 – Cl
Br F H Me
(1) C C (2) C C (1) C=C
I Cl Cl CH3 Br Cl
15
T H
Cl OH H 3C 14 O–H C=C
(3) C C (4) C C (2)
Cl
17
CH3 H 3C 14
CN H3C D
H CH = CH2
2. Which of following are Z-isomers :-
(3) C=C

EN
H Cl CH3 H H 3C CH3
C C O O
(1) C (2) C
I Br CH3–CH2 CH3 C=C
(4) O
14
Cl F CH3 CH3 O
C C 7. Identify the configuration
(3) C (4)
C CH3 CH = O
CH3 Br F Cl C=C
3. Which is a pair of geometrical isomers :- HO Cl
(1) E (2) Z
Cl Br Cl Br
C=C C=C (3) R (4) S
H Br H CH3 8. How many compounds has Z-configuration :-
LL
(i) (ii)
I–CH2 CH2–Cl
Cl H H Br
C=C C=C (i) C=C
Cl CH2–CH2–Br
Br H Cl CH3
(iii) (iv) 1 H
2
1 H
3

(1) (i) and (ii) (2) (i) and (iii) (ii)


(3) (ii) and (iv) (4) (iii) and (iv) H
3
H
1

4. Which is Z isomers :- F F
(iii) C=C
CH3 Br CH3 Cl Br Cl
(1) C=C (2) C=C CH2=CH C CH
H Cl H Br
(iv) C=C
A

CH3 Cl CH3 H CH3 –CH2 CH=CH2


(3) C=C (4) C=C (1) Two (2) Three
Br H H CH3
(3) One (4) Four
5. The configuration of compound across 1 , 2 and 9. Which priority order is correct according to C.I.P.
rule ?
3 is :-
(1) – CH = CH2 > – C  CH
H 2 F
CH3
Cl C=C
1 Cl (2) C CH3 > – C  CH
C=C CH3
3 F
Br C=C
H Cl (3) – CH2–CH2–CCl3 > – CD2 – CH2–CD3
(1) E Z Z (2) E E Z (4) – OH > – CCl3
(3) E Z E (4) Z E Z

[Page # 9]
10. According to CIP rule, the correct order of 14. The IUPAC name of the compound is :-
priority is :
(1) –OH > –CH2–OH > –CHO > –COOH CH3
CH3
(2) –OH > –COOH > –CHO > –CH2OH
(3) –COOH > –OH > –CHO > –CH2OH (1) (2E, 4E, 6Z)-octa- 2, 4, 6-triene
(4) –COOH > –CHO > –CH2OH > –OH (2) (2E, 4E, 6E)-octa- 2, 4, 6-triene
11. Which of the following pairs of compound are (3) (2Z, 4E, 6Z)-octa- 2, 4, 6-triene
geometrical isomers :- (4) (2Z, 4Z, 6Z)-octa- 2, 4, 6-triene
I Cl F I 15. Which of the following represent Z-isomer?
(1) C=C and C=C Me O–CH2–CH3
F Br Cl Br
(1) C C
Br F Cl I
(2) C=C and C=C Et O–CH3
Cl I Br F O
I Br

EN
F Cl CH3–CH2
(3) C=C and C=C C C
Br Cl F I (2)
O
I Cl Cl F CH3–CH
(4) C=C and C=C CH3
F Br Br I
12. What is correct configuration of following
molecule? O
I H C CH
N C CH2–CH3
C C (3) C C (4) C C
C Me F D HC=CH2
(1) E (2) Z O
(3) Cis (4) Trans
13. Which one of the following is a Z isomer ?
CH3 Br CH3 Cl
(1) C=C (2) C=C
H Cl H Br
LL
CH3 Cl CH3 H
(3) C=C (4) C=C
Br H H CH3
A

ANSWER KEY
1 2 3 4 5 6 7 8 9 10
3 2 3 1 3 3 2 1 4 2
11 12 13 14 15 15
4 1 2 1 3 2
[Page # 10]
BHUBANESWAR, ODISHA
RACE # 08 Calculation of GI. ORGANIC CHEMISTRY
1. How many stereoisomers are possible for the 9. How many geometrical isomers are possible for
given compound
H3C – CH = CH – CH – CH = CH – CH3
OH (1) 2 (2) 0 (3) 5 (4) 3
(1) 4 (2) 8 (3) 2 (4) 6 10. How many geometrical isomers are possible for
2. (i) CH2=CH–CH2–CH=CH2 Ph–CH=CH–CH=CH–Ph
(ii) CH2=CH–CH=CH–CH3 (1) 2 (2) 3 (3) 4 (4) 5
11. Find the numer of geometrical isomers formed by
(iii) CH3–CH=CH–CH=CH–CH3

EN
The numbers of possible geometric isomers for CH 3–CH=CH– –CH=CH–CH3
the above compounds respectively are :- (1) 8 (2) 6 (3) 4 (4) 16
(1) 0, 2, 4 (2) 2, 2, 4 12. The number of stereoisomers possible for the
following compound
(3) 0, 3, 3 (4) 0, 2, 3 CHO
3. How many geometrical isomer are possible for Ph–CH = CH – CH = CH – CH = C CH3 is :-
given compound :-
(1) 4 (2) 16 (3) 2 (4) 8
13. The number of geometrical isomers in
CH3CH=CHCH2CH=CH2 are :-
(1) Two (2) Three
(1) 0 (2) 1 (3) 2 (4) 3 (3) Four (4) Five
4. The number of geometrical isomers for the given 14. How many geometrical isomers are possible of
compound is : compound :-
LL
CH2Cl – CH = CH – CH = CH – CH2Cl
(1) 2 (2) 3 (3) 4 (4) 6
5. How many geometrical isomers possible by :- (1) 8 (2) 3 (3) 4 (4) 1
CH2 = CH–CH = CH–CH = CH2
(1) Two (2) Four 15. How many geometrical isomers are possible for
(3) Six (4) Eight given compound
6. The number of geometrical isomers in the Me
C = CH – CH = CH Me
following compound is :- H
(1) 4 (2) 3 (3) 2 (4) 5 (1) 4 (2) 8 (3) 16 (4) 6
7. Number of geometrical isomers for 16. Number of geometrical isomers for following
A

compound :-

is ...... :

(1) 2 (2) 4 (3) 6 (4) 8


(1) 8 (2) 6 (3) 4 (4) 2
8. Number of geometrical isomers of the given 17. Number of geometrical isomers for following
compound : compound :-
CH2=CH–CH=CH–CH=CH–CH2–CH=CH2 is :- CH3 CH C C CH CH CH CH2 CH NH
(1) 3 (2) 4 (3) 2 (4) 10 (1) 2 (2) 4 (3) 6 (4) 8

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17
Ans 1 4 3 2 1 2 4 2 2 2 2 4 1 2 2 4 4
[Page # 11]
BHUBANESWAR, ODISHA
RACE # 09 GEOMETRICAL ISOMERISM ORGANIC CHEMISTRY
1. Which of the following compound show cis and 6. Geometrical isomer's are :-
trans isomerism. (1) Structural isomer's
(2) Conformational isomer's
(1) Cl–CH = CH–Cl (2)
(3) Constitutional isomer's
(4) Configurational isomer's
(3) (4) 7. Geometrical isomerism is possible about which
of following multiple bonds?
2. Which of the following can show geometrical
(1) C = N (2) C = O

EN
isomerism ?
(3) C C (4) C  N
Br H
C=C=C 8. Which of the following compound will exhibit
(1)
I Cl geometrical isomerism?
D H
(2) C=C=C
H Br (1) (2)

HO Me
(3) C=C=C=C
Br CH3 (3) (4)
I T
(4) C=C=C=C 9. In following alkene
HO D
LL
3. Which of the following molecule can show
geometrical isomerism ?
H5C 2 CH3 H Et
H
(1) C=C (2) C=C C=C C=C
H C2H5 D C2H5

Cl H H H H
(3) C=C (4) Me–CC–Et
Cl D
4. Geometrical isomerism is possible in :
I II
(1) Butene (2) Pentene (cis-stilbene) (trans-stilbene)
(3) 2-Methyl but-2-ene (4) None
5. Which of the following pair are geometrical which of the following order of stability is
A

isomer :- correct?
CH3 H CH3 H (1) I = II (2) I > II
(1) C=C & C=C
Br F F Br (3) II > I (4) Cannot predict
10. Which of the following oxime does not show
Cl
geometrical isomerism?
(2) H Cl & H
H CH3 OH
Cl H Cl H OH
(1) C=N (2) C=N
CH3 OH H OH H CH3
(3) C=N & C=N
H CH3
H OH
C=N
Cl H H H (3) (4) (1) and (2) both
(4) &
H Cl Br Cl
[Page # 12]
11. Name of following compound (isomer) is/are :- CH3 CH3
14. and
CH3 CH3
OH
How many geometrical isomers are possible
C=N
which can be isolated at room temperature
CH3 respectively?
(1)0,1 (2) 0,2
(1) syn methyl phenyl ketoxime (3)2,0 (4) 2,2
(2) anti phenyl methyl ketoxime
15. Which of the following compound can show
(3) syn phenyl methyl ketoxime both optical and geometrical isomerism :-
(4) None of these
12. Which one show G.I. ?
Me D
=C

EN
(1)
Cl CH3 CH3 H COOH
(1) C=C (2) C
Cl H H Me
CH3 CH3 CH3 OH Me
(3) C=C=C (4) C=N (2)
H H H =C
H
13. Structure of syn-ethyl methyl oxime is

Me OH Me Et Me
(1) C=N (2) Et C = N (3) C=C=C
Et OH H H
Me OH Et OH (4) All
(3) C=C (4) C=C
Et H Me H
LL
A

ANSWER KEY
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
1 4 1 4 3 4 1 3 3 4 3 4 2 2 2
[Page # 13]
BHUBANESWAR, ODISHA
RACE # 10 (Stero Isomerism_Symmet ry) ORGANIC CHEMISTRY

1. Which of the following has both plane of 4. Which has plane of symmetry :-
symmetry and centre of symmetry :-
NO 2 Br
Me Cl H
Cl Cl (1) C (2)
Cl H
NO 2 I
(1) Cl (2)
Cl Cl
Me Cl

EN
(3) (4) All
Me
5. Which of the following compounds have plane
of symmetry ?
O
(3) O (4) All CH3 CH3
Cl Cl
Me (1) (2)
CH3 CH3
2. How many of following compound has PoS but
not CoS in given cofiguration :- Cl Br

CH3 (3) (4) I C H

H OH Cl Cl
CH3 H
LL
(i) H OH (ii) C=C
H CH3 6. Choose the compound which contains plane of
CH2– CH3 symmetry as well as centre of symmetry?

CH3 CH3 Cl CH3 Br


(iii) C=C (iv) Br C=C=C CH3 CH3
H H CH3
(1) (2) C=C
CH3 Cl H H
C=C=C=C Br
(v)
Cl CH3
O
(1) Two (2) Three O
(3) Four (4) One CH3 H
(3) C=C=C=C (4) O
A

3. Which of the following compound contains H CH3 O


plane of symmetry?
7. Which of the following molecule is not having
Br HO
CH3 CH3 plane of symmetry :-
C = C =C O O CH3 Br
H H (1) (2) C=C=C
Br Br H Br
(I) (II) (III) NH

(1) I and III (2) I and II


(3) (4) All
(3) II and III (4) All, I, II and III NH

[Page # 14]
Cl CO2 H

8. H OH
Cl
11. H OH
Cl
CO2 H
Number of plane of symmetry in above compound
is :
Number of plane of symmetry in above compound
(1) 0 (2) 1 is :
(3) 2 (4) 3
(1) 1 (2) 2
(3) 3 (4) 4
9. How many plane of symmetry is present in
12. How many planes of symmetry is Present
(Benzene) ? H H
C C in ?

EN
(1) 3 (2) 5 H H
(3) 7 (4) 9 (1) 1 (2) 2
10. Which compound has plane of symmetry and C2 (3) 3 (4) 4
axis of symmetry ?
O Cl H
(1) (2) C C
H H Cl H
F
(3) (4) All of these
F
LL
A

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12
Ans 2 1 2 2 1 3 1 2 3 4 1 3
[Page # 15]
BHUBANESWAR, ODISHA
RACE # 11 (Absolute and relative configuration) ORGANIC CHEMISTRY
1. Which of the following structures has the S- 5. R-2-chloro-3-methyl butane is :-
configuration at the chiral centre :- CH3 CH2–CH2–CH3
CHO COOH
(1) Cl H (2) Cl CH3
C C
(1) HOCH2 OH (2) HO CH3 CH2–CH2–CH3 H
H H
H3C H CH3 CH3
(3) (4) All of these Cl H
(3) (4) Cl H
OH Cl CH3
CH(CH3)2

EN
2. Which one of the following represent 'R' CH3
configuration :- 6. How many compounds has R-configuration :-
CHO H Cl
CH3 Cl
(I) H OH (II) D OH
(i) F Br (ii)
CH 2OH CH 3 H
I Br
CH 3 COOH
O Br
Cl D
(III) H OH (IV) CH3 NH2 ||
(iii) (iv) HO – C Cl
CH 2CH 3 H Br H CH2– Cl
(1) I and II only (2) I, II and III only
(3) I, III and IV only (4) I, II, III and IV (1) Three (2) Two
(3) Four (4) One
LL
3. The R/S configurations of these compounds are
respectively : 7. How many of the following compound has 'D'
configuration :-
HO H
CF3 CHO CH3
H NH2
HS H OH H OH
COOH H CH2–OH H OH
OH CH3
H CH3
CHO (i) (ii)
CHO
(1) R, R, R (2) R, S, R H OH COOH
(3) R, R, S (4) S, S, S HO H
A

H H
4. Which is L–glyceraldehyde :- H OH H NH2
CHO H HO CH2–OH CH 3
(1) H OH (2) HO CHO H
CH2 – OH (iii) (iv)
CH2 – OH
CHO CH2–OH
H OH
(3) H CH2 – OH (4) All of them HO H
OH H OH
CHO
(v)
(1) One (2) Two
(3) Three (4) Four

[Page # 16]
1COOH 13. The IUPAC name of given compound is :-
2
H OH H
3 Cl
8. In the compound HO H configuration is
4 CH3
COOH
(1) 2R, 3R (2) 2R, 3S CH3
(3) 2S, 3R (4) 2S, 3S
OH H
9. The absolute configuration of the two chiral
centres in the following molecule are :- (1) (2R, 3R)–3–Chloro–2–butanol
(2) (2R, 3S)–3–Chloro–2–hydroxy butane
COOH
(3) (2R, 3S)–3–Chloro–2–butanol
H Br (4) (2S, 3R)–3–Chloro–2–butanol
14. The absolute configuration of given compound
H CN
is:
OH
COOH

EN
(1) 2R, 3S (2) 2R, 3R
H NH2
(3) 2S, 3S (4) 2S, 3R
10. What is correct configuration of following H OH
compound ? CHO
COOH (1) 2R, 3R (2) 2S, 3R
(3) 2S, 3S (4) 2R, 3S
H 1 OH
2
Br OH
15. The absolute configuration of
COOH
HOOC COOH
(1) (1R, 2S) (2) (1S, 2R) is :-
(3) (1R, 2R) (4) (1S, 2S) HO
11. The R/S configuration of these compounds are H H OH
respectively : (1) S, R (2) S, S
(3) R, R (4) R, S
OH H H NH2
LL
HS
COOH 16. The configuration of the compound
Ph CF3
I II
is :–
H CH3 (1) E (2) R
CHO (3) S (4) Z
III

(1) R, R, R (2) R, S, R
(3) R, S, S (4) S, S, S
12. Configuration of the given compound is :-
A

COOH
H 2N H
H OH
CH3
(1) 2S, 3S (2) 2R, 3R
(3) 2S, 3R (4) 2R, 3S

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16
Ans 2 1 3 3 4 2 2 1 1 2 1 3 3 4 3 2
[Page # 17]
BHUBANESWAR, ODISHA
RACE # 12 (Relationship between optical isomers) ORGANIC CHEMISTRY

CH3 Br 6. Which of the following represent pair of


enantiomers ?
C and C
1. The given pair is :- Cl Cl
Br H H C2H 5
C 2H 5 CH3 (1) I Br I Br
(1) Enantiomers F F
(2) Homomers
CH3 CH3
(3) Constitutional isomers
(4) Diastercomers (2) H OH HO H

EN
CH3 CH3
H OH
2. Compound A below is :- OCH3 OCH3
H Cl
(3) Cl D D Cl

(1) is called thero isomer H H


(2) is called erythro isomer (4) None
(3) is called diastereomer 7. Which of the following is homomer of given
(4) is a recemic mixture compound ?
3. (2R, 3R)–2, 3 butandiol is :- CH2–CH3
HOOC CHO
(1) HO H (2) H CH3 C H3
H OH HO H
CHO CHO
LL
(1) H5C2 CH3 (2) H3C CH2–CH3
COOH COOH
(3) H OH (4) HO H
CHO CHO
H OH HO H
(3) H5C2 COOH (4) H3C–H2C CH3
C 2H 5 COOH
4. The given pair is :-
COOH COOH
Br Br
H OH H OH
8. , are :-
H and C 2H 5 HO H H OH
C2 H 5 CH3 H CH3 COOH COOH
A

(1) Enantiomer's (2) Diastereomer's (1) Enantiomers (2) Diastereomers


(3) Structural isomer's (4) Homomer's (3) Mesomers (4) Position isomers
9. The compound I and II are related as :
5. The following structures represent a pair of :-
CH3 Cl CHO CHO
H–C–OH HO–C–H
H Cl Br CH3
(I) H–C–Br (II) Cl–C–H
Br H
(1) Enantiomer (2) Diastereomer CH2–OH CH2–OH
(3) Meso compound (4) Homomers (1) Enantiomer (2) Homomer
(3) Diastereomer (4) Not isomer

[Page # 18]
10. The compound I & II are related with each other as:-
12. OH and H is :-
COOH COOH CH3 OH
H H 3C
H–C–OH H–C–Br C C
H–C–Br H–C–OH
C H C CH3
CH3 CH3 H 3C HO
I II OH H
(1) Position isomers (1) Homomers
(2) Enantiomers (2) Enantiomers
(3) Conformational isomers (3) Diastereomers
(4) Diasteromers (4) Different compound's
CH3 CH3 H 13. The two structures written ahead represent :
11. D H, H T, T CH3
CH3 CH2–OH

EN
T D D
HO H HO D
(I) (II) (III)
H OH H OH
Choose the correct statement
(1) I & II have R configuration CH2–OH CH3
(2) I & III are enantiomers (1) Pair of enantiomers
(3) II & III are enantiomers (2) Pair of diastereomers
(4) all are identical (3) Same molecule
(4) Not isomers
14. The molecular represented by the following two
structurer are :-
CH3 H
H OH HO CH3
Br H H C 2H 5
C2 H 5 Br
LL
(1) Identical (2) Enantiomers
(3) Diastereomers (4) Recemic mixture
A

ANSWER KEY
Qns 1 2 3 4 5 6 7 8 9 10 11 12 13 14
Ans 1 2 1 1 4 3 2 2 4 1 4 1 4 1
[Page # 19]
BHUBANESWAR, ODISHA
RACE # 13 (Calculation of Optical Isomers) ORGANIC CHEMISTRY
1. Number of optical isomers in the open chain 8. If the compound has 2n stereoisomers then find
structure of glucose is : the value of n :-
Cl
(1) 16 (2) 8 (3) 32 (4) 4

2. Number of stereoisomers of the given compound


OH
OH
CH3–CH=CH–CH–CH 3 is :- (1) 6 (2) 5 (3) 4 (4) 3
9. Total 5 membered ring containing isomers

EN
(1) 2 (2) 4 (3) 3 (4) 6
(excluding optical isomers) possible for
3. Total number of stereoisomers of given molecular formula C7H14 are?
compound? (1) 3 (2) 4 (3) 5 (4) 6
CH2=CH.CHCl.CHBr.CH=CHCH3 10. The number of optical isomers for the given
compound is :-
(1) 4 (2) 5 (3) 6 (4) 8
CH3 CH CH CH CH3
4. How many optical isomers are possible of
compound 2,3-dibromopentane? Cl Br Cl

(1) 3 (2) 4 (3) 2 (4) 8 (1) 6 (2) 8 (3) 7 (4) 4


11. Total optical isomers of following compound :-
5. How many total optically active isomers are
CH3–CH(OH) – CH(Br)C2H5
possible for following structure :-
LL
(1) 2 (2) 3 (3) 4 (4) 6
CH3–CH–CH–CH–CH 2CH 3
12. The number of optically active compounds in
Cl Br Cl the isomers of C4H9Br is :
(1) 6 (2) 8 (3) 4 (4) 9 (1) 1 (2) 2 (3) 3 (4) 4

6. How many optically active stereoisomers are 13. Total optically active isomers of tartaric acid are
possible for butane–2,3–diol (1) 1 (2) 2 (3) 3 (4) 4
(1) 1 (2) 3 (3) 4 (4) 2 14. CHOCH(OH)CH(OH)CH(OH)CH 3  A

7. The number of stereoisomers possible for 2–


bromo– 3–chloro butane is :– (optical isomers)  B (stereo isomers)
Br Br
A

(1) 2 (2) 1 (3) 4 (4) 3 then A + B is:-


(1) 7 (2) 8 (3) 11 (4) 12

ANSWER KEY
1 2 3 4 5 6 7 8 9 10 11 12 13 14
1 2 4 2 2 4 3 1 4 4 3 1 2 3
[Page # 20]

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