DPP-1

O C2 H 5

31. IUPAC name of the compound is?

1) 2-methyl-1,1-ethoxycyclohexane
2) 1,1-dimethyl-2-ethoxycyclohexane
3) 2-ethoxy-1,1-dimethylcyclohexane
4) 1-ethoxy-2,2-dimethylcyclohexane
32. Which of the following compounds is not correctly named?
1) (CH3)2CHCH2CH2CH2CHO (5-methyl-1-hexanal)
2) (CH3)2CHCH2C  C – COOH (5-methyl-2-hexynoic acid)
3) CH3CH2CH2CH2CH(CH3)COOH (2-methylhexanoic acid)
4) CH3CH2CH = CH – COCH3 (3-hexen-5-one)
Br

COCl

33. Which of the following statements is correct for the compound HO

1) The carbon bonded to –OH group gets 3rd position.
2) The IUPAC name of the compound is 5-bromo-3-hydroxycyclohexane-1-
carbonylchloride
3) The compound is a derivative of alcohol
4) The IUPAC name of the compound is 3-bromo-5-hydroxycyclohexane-1-
carbonylchloride
34. Which of the following is structure for the IUPAC given to as, 1,7,7-Tri-methyl bicyclo
[2.2.1] Heptan-2-one.

O
O O O

1) 2) 3) 4)
35. What is the sum of the positions assigned to chlorine while naming the following
compounds by IUPAC system?
Cl

Cl Cl
(I) (II) (III)
1) 9 2) 11 3) 14 4) 6
36. what will be the total number of possible structural isomers with formula C 7H12Br2
fulfilling the following conditions
(I) it should contain 6 membered ring
(II) none of the isomer should contain both bromine atom either on same or adjacent
carbon atom
(III) none of the isomer should contain bromine atom on tertiary carbon atom
1) 5 2) 8 3) 3 4) 7
37. The total number of acyclic isomers and cyclic isomers containing at least four carbons
in the ring with the formula C5 H 8 is? (only structural isomers)
1) 5 2) 7 3) 6 4) 8
38. Which of the following statements about conformations is incorrect?
1) conformations exist in a state of dynamic equilibrium
2) At equilibrium, population of more stable conformations will be more than that of
less stable conformations
3) generally conformations can not be separated
4) conformations differ largely in their energies
Potential Energy

39.

0 60 120 180 240 300 360

Degrees of Rotation

Configuration structure of which compound(s) correctly predict the potential energy

diagram.
H
OH CH3 CH3
H OH
OH H CH3
H CH3
Cl
H H
1) 2) 3) H
4)
H HH
H HH H HH H
HH H HH

X
40.
In the Newman projection H3C CH 3
X and Y can respectively
for
be
2, 2–dimethylbutane H H

Y
1) H and H 2) H and C2H5 3) C2H5 and H 4) CH3 and C2H5
41. obs   i X i , where µi is the dipolemoment of stable conformers and Xi is the mole
fraction of those conformers of Z-CH2-CH2-Z. If µobs is 1Debye and molefraction of
antiform is 0.8, the dipolemoment of Gauche form is?
1) 0.2 Debye 2) 0.5 Debye 3) 2.5 Debye 4) 5.0 Debye
42. The order of equilibrium constant values for the following equilibriums is?
O O OH O
K1
H3C OEt H3C OEt
O O H
O O
K2
Ph CH3 Ph CH2

O O K3 OH O

Ph CH3 Ph CH3

1) K1 > K2 > K32) K3 > K2 > K1 3) K2 > K3 > K1 4) K3 > K1 > K2

43. Which of the following compounds has highest % of enol ?
1) CH3-CHO 2) Ph2CH-CHO 3) Ph-CO-Ph 4) Para benzoquinone
44. The correct combinations in the following is:
1) CH3CH2CH2CH3 and (CH3)3CH are not isomers

2) O and O are same compounds

3) and are geometrical isomers

4) and are cis – trans isomers

45. Which of the following compounds that can show geometrical isomerism.
H3C CH3 H CH3

(i) (ii) C C C (iii)

CH3 H3C H
H3C

H3C CH3 CH3

(iv) (v)
CH3
1) (i), (ii), (iv) 2) (ii), (iii), (v) 3) (i), (iii) 4) None of the above
46. Identify incorrect statement about the following pair of compounds?
Ph Ph Ph H
&
H H H Ph
1) Dipole moment of trans isomer is zero
2) Boiling point of cis isomer is more than trans isomer
3) These are also called configurational diastereomers
4) Trans isomer is more soluble than cis isomer in polar solvents
47. Identify the incorrect statement about the following the tautomeric forms?
O O OH O

C C C 2 H5 C C C 2 H5
H3C O  
 H3C O
I II
1) % of I increases in H2O 2) % of form I decreases in H2O
3) % of II increases in ether 4) The equilibrium is affected by temperature
48. Which of the following compounds does not exhibit Tautomerism
NH
CHO
|
CHOH
1) 2) 3) | 4)
N O CHOH
| N NH2
H CH2OH
NH
49. Identify the correct statement about the following compounds
H3C H CH3 H3C CH3

CH3 H C H H
3
(i) (ii) (iii)
1) (i) and (ii) are enantiomers 2) (i) and (iii) are identical compounds
3) (ii) and (iii) are diastereomers 4) (i) & (ii) are optically active but (iii) is inactive
Cl
50.
H3C CH C CH CH CH3
Total number of optical isomers possible for above compound is
1) 1 2) 3 3) 4 4) 2
51. Which of the following pairs of compounds is not diasteriomers?
H CH3 OH CH3
HO CH3 H OH H3C H HO H
1) HO H
and
H3C H
2) H OH
and
HO CH3
CH3 OH CH3 H
CH3 H
H3C CH3 H3C H
H OH H3C OH
3) H3C OH
and
H3C H
4) and
H H H CH3
H OH

N
52. PPh2
The compound QUINAP is

1) An optically active compound having chiral centre

2) An optically inactive compound due to the presence of plane of symmetry
3) A meso compound
4) An optically active compound without having chiral centre
53. A pair of compounds and the relation between them is given below. Choose the correct
relation?
1) N & NH CH3 are metamers

CN
&
2) H3C CH3 are position isomers
H3C CH3
CN
H3 C O H H5C2 O CH3
C C are metamers
3) C C &
H CH 2-CH 3 H H

CH3 C2 H5

HO H HO H
& are enantiomers
4) H Cl
H Cl
C2 H5 CH3

54. Which of the following compound will exhibit geometrical isomersm?

1) 1-Phenyl-2-butene 2) 3-Phenyl-1-butene
3) 2-Phenyl-1-butene 4) 1, 1-Diphenyl-1-propene
55. Among the following the correct statement about optical activity is
1) A molecule containing two(or) more chiral centres is always optically active
2) A molecule containing axial chirality is always optically active
3) A molecule possessing alternating axis of symmetry is optically active
4) an optically active molecule should have at least one chiral centre
56. Identify the correct statement in the following
1) 1, 2–dimethyl cyclopentane has four optical isomers
2) Both cis and trans 1, 4–dimethyl cyclohexanes are optically inactive
3) Cis 1,3–dimethyl cyclo hexane is chiral
4) 1,2–dimethyl cyclohexane has four resolvable optical isomers at ordinary temp
57. Which of following compounds does not have center of symmetry.
O
O
H3C NH
O H3C H
1) 1) 2)
O H CH3
CH3 NH
O
O
H H3C
HO OH H3C H
3) 4)
H3C HO
CH3 OH
H H
58. Which of the following is incorrect relation for the following compounds?
CHO CHO
OH CHO
HO CH 2OH
O HO H H
H OH
HO OH
HO H H
OH H OH
CH 2OH H
CH 2OH (i v)
(i ) (i i) (i ii )
1) (i) & (iv) have same melting & boiling points
 2) The specific rotations of (iii) & (iv) are same in magnitude but opposite in sign
3) (ii) & (iv) differ in melting point and boiling point
4) All are optically active.
59. (+)- Mandelic acid has a specific rotation of + 158°. What would be the observed
specific rotation of a mixture of 25% (-) – mandelic acid and 75% (+) – mandelic acid?
1) + 79° 2) – 118.5° 3) – 79° 4) 118.5°
60. Consider the following compounds
HO CH3 CH2 O CH3
OH OCH3

C2H5 CH3
(II) (III) (IV)
(I)
Choose the correct statement(s) from the following
1) I, II and III are functional isomers
2) I and II are position isomers
3) III and IV are chain isomers
4) III and IV are functional isomers

ANSWER KEY

1) 3 2) 4 3) 4 4) 1 5) 3 6) 4 7) 2 8) 4 9) 1 10) 2

11) 4 12) 4 13) 2 14) 3 15) 3 16) 4 17) 2 18) 2 19) 3 20) 3

21) 3 22) 4 23) 3 24) 1 25) 2 26) 2 27) 3 28) 1 29) 1 30) 1