PRACTICE SHEET - 02 (Chemistry)

Basic Concept of Organic (IUPAC, Isomerism)

46. Which of the following show tautomerism?

H 3C O
(1) CH – CHO (2)
H 3C
O

(3) (4) All of these

O O
47. Polar solvent favours keto form while non-polar solvent favours enol form. Which has maximum enolic content
in CCl4?
O O O O

(1) CH3 C CH2 C CH3 (2) CH3 C CH2 C H

O O

(3) CH3 C CH2 COOC2H5 (4) CH3 C CH2CH3

48. Which of the following does not show geometrical isomerism?

(1) 1,2 Dichloro pent-1-ene
(3) 1,1 Dichloro pent-1-ene
49. Geometrical isomerism is shown by
CH2
(1)
(2) 1,3 Dichloro pent-2-ene
(4) 1,4 Dichloro pent-2-ene
(2)

CHCl CHCl
(3) (4)

50. Which of the following compound has highest boiling point and melting point respectively?
(1) Cis-but-2-ene, cis-but-2-ene (2) Trans but-2-ene, cis but-2-ene
(3) Cis but-2-ene, trans but-2-ene (4) Trans-but-2-ene,trans but-2-ene
x
H3C CH3
51. In Newman projection for 2,2-dimethyl butane x and y can respectively be
H H
y
(1) H & H (2) H & C2H5
(3) C2H5 & H (4) CH3 & CH3
52. Tautomerism is not exhibited by

O
(1) O O (2)
O
O
O
(3) (4) O O

53. Maximum enol content is in

O O O
(1) (2)
O O O
(3) (4)
H H
54. The number of isomers for the compound with molecular formula C2BrClFI is
(1) 6 (2) 5
(3) 4 (4) 3
55. Increasing order of stability among the three main conformations (i.e., Eclipse, anti, gauche) of ethylene glycol is
(1) Eclipse, gauche, anti (2) Gauche, eclipse, anti
(3) Eclipse, anti, gauche (4) Anti, gauche, eclipse
56. Which of the compounds exists mainly in enol form?
O
O
(1) (2)
O
O

(3) (4) All of these

O O
57. Among the following the most stable compound is
(1) Cis-cyclohexane-1,2-diol (2) Trans-cyclohexane-1,2-diol
(3) Cis-cyclohexan-1,3-diol (4) Trans-cyclohexane-1,3-diol

58. How many total isomers are possible for C4H10O?

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

59. In keto-enol tautomerism of dicarbonyl compounds, the enol form is preferred in contrast to keto form, this is
due to
(1) Presence of carbonyl group on each —CH2 group
(2) Resonance stabilisation of enol form
(3) Presence of methylene group
(4) Rapid chemical change
60. Functional isomer of but-1-yne is
(1) But-2-yne (2) But-1-ene
(3) But-2-ene (4) Buta-1,3-diene
61. The mesomeric effects of the groups

O O


|| || R

 

 


— OH ; — C — OMe ; — NH — C — OMe ; — B

 
are respectively.
R
(1) +M, –M, –M, +M (2) +M, –M, +M, –M
(3) –M, –M, +M, +M (4) +M, +M, –M, –M
62. The Inductive effects of the groups

 –
— NH 3 ; —D ; —CO2 ; —COOH are respectively

(1) – I, +I, +I, – I (2) – I, – I, – I, +I

(3) +I, No effect, – I,– I (4) +I, – I, – I, – I

NH2 NH2
C2H5 C2H5
63. is more basic than
C2H5 C2H5
NO2 NO2
I II

(1) —NO2 in compound I is poor inductive group (2) —NO2 in compound I is stronger inductive group
(3) —NO2 in compound I is stronger —M group (4) —NO2 in compound I is weaker —M group
64. Which of the following belongs to +I group?

(1) —OMe (2) — NH3

O
||
(3) — C— O (4) —OH

H H
|a |b c
65. CH3 — CH2 CH2  CH HC  C — H
I II III

If a, b and c are bond energy of respective bond, then which of the following order is correct?
(1) a<b<c (2) b<a<c
(3) c<b<a (4) c<a<b

NH2 NH2 NH2

66. CH2 NH
IV
II III
CHO
I

Among these compounds the correct order of C—N bond length is

(1) IV > I > II > III (2) III > I > II > IV
(3) III > II > I > IV (4) III > I > IV > II
67. Which of the following reactive intermediate has shortest half-life?
   
CH2 CH2 CH2 CH2

(1) (2) (3) (4)

Me
OMe Cl NO2

68. Choose the correct statement

(1) I effect operates in both  and  bonds
(2) I effect creates net charge in molecule
(3) I effect transfers electron from one carbon to another
(4) I effect creates partial charges and it is distance dependent

69. Find out correct order for the energy required for heterolytic cleavage of indicated C—Br bonds forming
carbocation

x
CH2 Br y z
N CH2 Br CH2 Br
H O S

(1) z > y > x (2) x > y > z

(3) y > x > z (4) z > x > y
70. Which among the following statements are true w.r.to electronic displacement in a covalent bond?
(I) Inductive effect operates through a  bond
(II) Resonance effect operates through a  bond
(III) Inductive effect operates through a  bond
(IV) Resonance effect operates through a  bond
(1) III and IV (2) I and II
(3) II and IV (4) I and III
71. The arrangement of (CH3)3C—, (CH3)2CH—, CH3CH2—, when attached to a benzene or an unsaturated group
in increasing order electron donating tendency, is
(1) (CH3)3C— < (CH3)2CH— < CH3CH2— (2) CH3CH2— < (CH3)2CH— < (CH3)3C—
(3) (CH3)2CH— < (CH3)3C— < CH3CH2— (4) (CH3)3C— < CH3CH2— < (CH3)2CH—
72. Arrange basicity of the following compounds in decreasing order

CH3 CH2NH2 CH2  CH — NH2 HC  C — NH2 C6H5NH2

I II III IV

(1) I > II > III > IV (2) IV > III > II > I
(3) III > II > I > IV (4) I > III > II > IV
73. Which of the following molecule has longest C = C bond length?
(1) CH2 = C = CH2 (2) CH3—CH = CH2

CH3
|
(3) CH3 — C — CH  CH2 (4) CH3 — C  CH2
| |
CH3 CH3

74. Amongst the following compounds

O
O OH
CHO
CHOH
O CH2OH CHO
I II III IV

(1) I, III, IV are stereoisomers (2) I and II are tautomers

(3) III and IV are positional isomers (4) I and IV are tautomers

75. Which of the following carbocation can undergo ring opening?


(1) CH2 (2) 


(3) (4) 