CPP FIITJEE ISOMERISM
Sec – A (One Option Correct)
1. Which of the following will show maximum enol content?
O
O
(A) (B)
O
O O O
(C) (D)
2. Maximum enol content is observed in
(A) CH3COCH2COOC2H5 (B) CH3COCH2COCH3
(C) O O (D) CH3COCH3
3. Which of the following has least hindered rotation about carbon-carbon bond?
(A) ethylene glycol (B) ethylene
(C) acetylene (D) hexafluoroethane.
4. How many optically active isomers are there for HO2C CH CH CH CO2H
OH OH OH
(A) 2 (B) 3
(C) 4 (D) 5
5. How many chiral centers are there in the above compound?
(A) 2
(B) 3
(C) 1
(D) 2 or 3 depending upon orientation of the group
6. How many stereogenic centers is there in HO2C CH CH CH CO2H
OH OH OH
(A) 2
(B) 3
(C) 1
(D) 2 or 3 depending upon orientation of other centers
7. The correct statement about the compounds A, B and C is
COOCH 3 COOH COOH
H C OH H C OH H C OH
H C OH H C OH HO C H
COOH COOCH 3
COOCH 3
(A) (B) (C)
(A) A and B are identical (B) A and B are diastereomers
(C) A and C are enantiomers (D) A and B are enantiomers
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8 The compounds I and II are
H CH3 CH3 H
CH3 H H CH3
(I) (II)
(A) achiral-identical mirror images (B) chiral-enatiomers
(C) geometrical isomers (D) racemic mixture.
9 Which isomer of 1, 3-butadiene forms a white precipitate with ammonical AgNO3 solution?
(A) chain isomer (B) positional isomer
(C) functional isomer (D) geometrical isomer
10. HO2 C CHOH CHOH CHOH CO2H
How many meso forms are possible for the above compound?
(A) 1 (B) 2
(C) 3 (D) None
11. How many structural isomers are possible with molecular formula C4H10O?
(A) four (B) five
(C) six (D) seven
12. Which of the following reaction produces a racemic mixture?
CH3CO 2 O
(A) L CH3CH OH C2H5
NaOH
(B) L CH3CH OCOCH3 C2H5
HBr
(C) L CH3CH OH C2H5
2NaOH
(D) L CH3CH Cl COOH
13. Which of the following compounds is most soluble in water?
Cl Cl H Cl
(A) C C (B) C C
H H Cl H
H Cl
(C) C C (D) All are equally soluble
H Cl
14. CH2COOH
i LiAlH4
i Mg
X Y
H3C C H
ii PBr3 ii H2O / H
Ph (A)
If the reactant(A) of above reaction is laevoratatory, the product (Y) will be
(A) dextrorotatory (B) laevorotatory
(C) 50% laevo and 50% dextro (D) it can be anything then dextro or leavo
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Sec- B (More Than One Option May Be Correct)
15 Which alkene will give meso as the only product with Br2?
H5C6 C6H5 H C6H5
(A) C C (B) C C
H H C6 H5 H
CH3 CH3 H CH3
(C) C C (D) C C
C2H5 C3H7 CH3 H
16 Which of the following compounds possesses a chiral centre in its original form?
H OH H Cl
(A) (B)
O O
H Br H Br
(C) (D)
Me
17 Which of the following trans compounds has zero dipole moment?
(A) ClCH=CHCl (B) HOCH=CHOH
(C) CH3CH=CHCH3 (D) NCCH=CHCN
18. Which of the following compound(s) show(s) tautomerism?
(A) CH3CH2NO2 (B) CH3 2 CHNO
O
O
(C) (D) CH3C CH COOC2H5
CH3NHC CH3
CH3
19. Which of the following Newman projection formula of a compound represent(s) erythro
isomer?
CHO CHO
H H
HO H HOH2C H
H H
(A) H (B) H
H OH H OH
CH2OH OH
H H
CHO OH
H H
H CH2OH OHC H
H
(C) H
(D)
HO H H CH2OH
OH OH
H H
20. Which of the following compound(s) show(s) more than three geometrical isomers?
(A) CH2 CH CH CH CH CH CH CH2
(B) CH3CH CH CH CH C2H5
(C) CH2 CH CH CH CH2 CH CH2
(D) CH2 CH CH CH2
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21. Choose correct statement(s) regarding the isomers of C6H5OCH3.
(A) Two isomers of the compound give iodoform test
(B) Three isomers contain phenolic groups
(C) One isomer give Lucas test
(D) Six isomers contain benzene ring
Sec – C (Subjective Type)
22. The total number of cyclic structural as well as stereoisomers possible for a compound with
molecular formula C5H10 is:
23. The molecular formula of an aromatic compound is C8H10O. How many isomers of the
compound contain –OH group (including stereoisomerism)?
24. The molecular mass of an aliphatic ketone is 86. It forms oxime with NH2OH. The oxime is
reduced to an resolved amine. How many structural isomer(s) of the ketone form(s) resolved
amine?
25. A 0.01M solution of a pure chiral compound (A) has an observed rotation of 0.4 in a 1 dm
sample tube. The molecular mass of the compound is 150. What is the observed rotation if
the concentration of (A) is increased to ten times of its original value?
ANSWERS
1. C 2. A 3. B 4. A
5. A 6. D 7. A 8. C
9. B 10. D 11 C 12. C
13. B 14. D 15. B 16. ABCD
17. AD 18. AB 19. BC 20. 7
21. 15 22. 2 23 4 24. 2
25. 4
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FIITJEE Ltd., N-W Centre, 31, 32, 33, Central Market, West Avenue Road, Punjabi Bagh, New Delhi - 110026, Ph: 011-45634025/26
