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NH

Structural and stereo isomerism 2


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1. Only two isomers of monochloro product is possible of (d)


CH 3 −CH 2−CH−CH 3
[IIT-JEE 1986] 8. Which of the following compounds may not exist as
(a) n-butane (b) 2,4-dimethyl pentane enantiomers [CPMT 1987]
(c) Benzene (d) 1-methyl propane CH 3 CH (OH )CO 2 H
(a)
2. Which is the example of branch isomerization
[NCERT 1976] (b)
CH 3 CH 2 CH (CH 3 )CH 2 OH
C C C 6 H 5 CH 2 CH 3
| | (c)
C−C−C −C C−C−C C 6 H 5 CHClCH 3
(d)
| C 2 H 2 Br 2
(a) – C and C 9. Number of isomers of molecular formula are
[CPMT 1987]
C C
| | (a) 1 (b) 2
C−C−C C−C−C (c) 3 (d) 0
| | 10. Lactic acid shows which type of isomerism
C C [CPMT 1987; MP PMT 1987; BHU 2003]
(b) and
C
(a) Geometrical isomerism (b) Tautomerism
| (c) Optical isomerism (d) Metamerism
C−C−C 11. Which one of the following is an optically active compound
C [CBSE PMT 1988; DPMT 1983]
C−C−C |
(c)
C and C (a) n-propanol (b) 2-chlorobutane
(c) n-butanol (d) 4-hydroxyheptane
C−C−C 12. Compounds with same molecular formula but different
| structural formulae are called [BHU 1979; AFMC 1989]
(d) C−C−C−C and C (a) Isomers (b) Isotopes
3. The isomer of diethyl ether is [CPMT 1975] (c) Isobars (d) Isoelectronic
(CH 3 )2 CHOH (CH 3 )3 C−OH 13. Which one of the following compounds shows optical
(a) (b) isomerism [MP PET 1990]
C 3 H 7 OH (C 2 H 5 )2 CHOH CH 3 CHCl −CH 2 −CH 3
(c) (d) (a)
4. Isomers have essentially identical CH 3 −CH 2−CHCl−CH 2 −CH 3
[CBSE PMT 1988; MP PMT 1983, 86] (b)
(a) Structural formula (b) Chemical properties ClCH 2 −CH 2 −CH 2 −CH 3
(c)
(c) Molecular formula (d) Physical properties ClCH −CH −CH
(d) 2 2 3
5. Which one of the following shows optical activity
[NCERT 1984, 90] 14. Which one of the following objects is ‘achiral’
H H (a) Letter P (b) Letter F
| | (c) Ball (d) A pair of hand
HO−C −COOH CH 3 −C −COOH 15. Total number of isomers of a disubstituted benzene compound
is
| |
H Cl (a) 1 (b) 2
(a) (b)
(c) 3 (d) 4
CH CH
3 3 16. Separating of d and l enantiomorphs from a racemic mixture is
| | called [CBSE PMT 1988; DPMT 1983;
CH 3 −C− COOH CH 3 −C− COOH KCET 2002]
| | (a) Resolution (b) Dehydration
(c) OH (d) Cl (c) Rotation (d) Dehydrohalogenation
6. In ethane and cyclohexane which one of the following pairs of 17. Number of optical isomers of lactic acid are
conformations are more stable (a) 1 (b) 2
(a) Eclipsed and chair conformations (c) 3 (d) 4
(b) Staggered and chair conformations 18. Which one of the following contains asymmetric carbon atom
(c) Staggered and boat conformations [IIT-JEE 1989; Roorkee 2000]
(d) Eclipsed and boat conformations Cl Br H Cl
7. Which of the following may exist in enantiomorphs | | | |

CH
[CBSE PMT 1988]
H− C− C− H H−C− C− Cl
3 | | | |
|
(a) H H (b) H H
(a)
CH 3 −CH −COOH
H H H H
CH 2 =CHCH 2 CH 2 CH 3 | | | |
(b)
NH
|
2 H−C− C− H H−C− C− CH 3
| | | |
(c)
CH 3 −CH−CH 3 H H Br OH
(c) (d)
19. n-butane and isobutane are examples of
(a) Chain isomers (b) Geometrical isomers (c) 4 (d) 5
(c) Position isomers (d) Tautomers C 4 H 10 O
30. The compound can show
20. Which of the following has chiral structure (a) Metamerism (b) Functional isomerism
CH
3 (c) Positional isomerism (d) All types
|
C 4 H 10 O
CH 3 −CH− CH 2 COOH 31. The number of possible alcoholic isomers for are
(a) (a) 4 (b) 2
CH 3 −CH =CH −CH 3 (c) 3 (d) 5
(b)
CH C H O
3 32. How many isomers are possible for 4 8
|
(a) 3 (b) 4
CH 3 −CH− CH 2 OH (c) 5 (d) 6
(c)
CH −CHOH−CH CH 33. Which of the following can exhibit cis-trans isomerism
(d) 3 2 3
(a) HC ¿ CH (b) ClCH = CHCl
21. Which of the following pairs is an example of position
CH . CHCl . COOH
3 ClCH −CH Cl
2 2
isomerism (c) (d)
CH 3 −CH− CH 3 34. The number of geometrical isomers in case of a compound
| CH −CH =CH −CH =CH −C2 H 5
3
CH 3 −CH 2−CH 2 −CH 3 CH with the structure is
(a) and 3
(a) 4 (b) 3
CH 3 −CH 2−CH =CH 2 (c) 2 (d) 5
(b) and
35. The property by virtue of which a compound can turn the
CH 3 −CH=CH−CH 3
plane polarised light is known as [BHU 1979]
CH 3 −CH 2 OH CH 3 −O−CH 3 (a) Photolysis (b) Phosphorescence
(c) and
CH
(c) Optical activity (d) Polarization
3
|
CH 3 −C−CH 3
|
CH
3 CH −CH −CH −CH −CH 3
3 2 2 2
(d) and
22. Geometrical isomerism is shown by
(a) 2-butene (b) 2-butyne
(c) 2-butanol (d) Butanal
23. An organic compound exhibits optical isomerism when
(a) Four groups linked to carbon atom are different
(b) Three groups linked to carbon atom are different
(c) Two groups linked to carbon atom are different
(d) All the groups linked to carbon atom are same
24. Which one of the following exhibits geometrical isomerism
H C=C H C2 H
C=C H
H3C CH 3 H H
(a) (b)
CH
3
|
CH 3
C=C
H H −C − C =C H
H | | H
CH 3
(c) (d) H H

25.
C H
Maximum number of isomers of alkene 4 8 are
(a) 2 (b) 3
(c) 4 (d) 6
26. Rotation of plane polarised light is measured by
[CPMT 1985; DCE 2001]
(a) Manometer (b) Polarimeter
(c) Viscometer (d) Refractometer
27. An alkane forms isomers if the number of least carbon atom is
[CPMT 1976; BHU 1985, 89]
(a) 1 (b) 2
(c) 3 (d) 4
28. Which is not found in alkenes [AIIMS 1982; RPMT 1999]
(a) Chain isomerism (b) Geometrical isomerism
(c) Metamerism (d) Position isomerism
C 5 H 11 OH
29. How many isomers of will be primary alcohols
(a) 2 (b) 3

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