Questions in TEST BOOKLET: 100 MAX MARKS: 400 (+4/-1)

1. Which show geometrical isomerism : (1) only ‘a’ (2) only ‘b’
(1) CH3–CH=CCl2 (2) CH3 – CH = CH2 (3) ‘a’ and ‘b’ both (4) none
(3) CH3–CH=C(Cl)Br (4) All 7. Which is aromatic compound :
2. IUPAC name of given compound :
CH  C–CH2–CH=CH2 (1) (2) (3) (4)
(1) Pent-4-en-1-yne (2) Pent-1-en-4-yne
8. Correct IUPAC name is :
(3) Pent-1,4-diene (4) Pent-1,4-diyne
(a) 2-methoxy propane
3. Which is correct statement :
(1) Degree of unsaturated of benzene is three
OC2H5
(2) IUPAC name valeric acid is butanoic acid
(b)
(3) IUPAC name of crotonic acid is butanoic acid
(4) Degree of unsaturation in C4H6 is two 2-ethoxy-1,1-Dimethyl cyclohexane
4. Correct order of acidity :
(1) C6H5COOH > HCOOH > CH3COOH (c) 2-methyl propan-2-ol
(2) HF > HCl > HBr > HI
COOH COOH (1) only a & b (2) Only b & c
CH3
(3) a, b & c (4) only a & c
(3) >
9. IUPAC name of resorcinol is :
OH OH OH (1) Benzene-1,2-diol (2) Benzene-1,3-diol
NO2 (3) Benzele-1,4-diol (4) None
(4) > >
NO2 10. Which show hyperconjugation :
+
NO2 (a) CH3–CH2–CH2 (b) CH3–CH=CH2
5. Which compound gives cis-trans isomer :  –
(c) CH3  CH2  C H2 (d) CH3–CH2–CH2
(a) (CH3)2C=CH–C2H5 (b) CH2 = CBr2 +
(e) CH3–C H2
(c) C6H5–CH=CH–CH3 (d) CH3–CH=C(Cl)CH3
(1) only a, b and c (2) only a, b and d
(1) a, b, c and d (2) only b and d
(3) only a, b, c and e (4) a, b, c, d and e
(3) only b and c (4) only c and d
11. Which statement is wrong for tautomerism :
6. Which is corret reaction :
(1) Tautomerism are present in equilibrium state
(2) Generally keto form is more stable than enol form
(a) (3) This phenomenon takes place in solid state
(4) Tautomerism is catalysed by acid or base
12. Which does not show tautomerism :

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

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 80 MAX MARKS:320 (+4/-1)
13. Number of structural isomer in C7H16 is : 22. Which of the following is most stable?
(1) 5 (2) 7 (3) 9 (4) none
(1) (2) (3) HC  C (4)
14. Number of geometrical isomerism in
CH3–CH=CH–CH=CH–CH=CH–CH2Br
(1) 4 (2) 6 (3) 8 (4) 10
Product is:
15. Which show geometrical isomerism: 23.
(a) 2-phenyl-1-butene (b) 1-phenyl-2-butene
(c) 1-phenyl propene (d) 3-phenyl-1-butene
(1) a,b,c (2) b,c (3) a, d (4) a, c
16. Choose the strongest base among the following : (1)
(1) C6H5CONHCH3 (2) C6H5NH2
(3) (4) C6H5–NH–CH3

17. Which one of the following statement is not correct for

(2)
electrophile :
(1) Electron deficient species are electrophile
(2) electrophile are Lewis acids
(3) All positive charged species are electrophiles
(4) AlCl3, SF6,SO3, carbene are electrophiles (3) (4) None
18. Anti-Markonikov’s addition is given by :
+
(a) CH2 = CH – N(CH3)3 (b) CH3 –CH = CH2 24. The total numbe of contributing structures showing
(c) CH2 = CH – CF3 hperconjugating (involving C–H bonds) for the
(1) only a and b (2) a, b and c following carbocation :
(3) only a and c (4) only b and c
19. Indentify the correct order of reactivity in electrophilic
substitution reaction of the following compounds :

(1) 3 (2) 5 (3) 11 (4) 6

25. Among the following molecules, the correct order of
C–C bond length is : (C6H6 is benzene)
(1) C2H6 > C2H4 > C6H6 > C2H2
(1) a > b > c > d (2) b > a > c > d
(2) C2H6 > C6H6 > C2H4 > C2H2
(3) d > c > a > b (4) c > b > a > d
(3) C2H4 > C2H6 > C2H2 > C6H6
20. Which is most stable carbocation :
(4) C2H6 > C2H4 > C2H2 > C6H6
+ +
(1) (2) 26. Which show optical active isomerism :
O
+
(3) (4) + (1) (2)
O
21. Hyperconjugation involves overlap of the following orbital
(1)  –  (2)  – p (3)  –  (4) none

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 100 MAX MARKS: 400 (+4/-1)
NO2

(3) (4)
35. IUPAC name of
Cl
CH3
27. 2-methyl heptane and 3-methyl octane is :
(1) 2 - Chloro -1- Methyl -4- Nitrobenzene
(1) Chain isomerism (2) Position isomerism
(2) 4 - Methyl-5- chloro nitrobenzene
(3) Functional isomerism (4) None of these
(3) Nitro chloro toluene (4) Nitro chloro benzene
28. Butanoic acid and ethyl acetate is :
36. Correct IUPAC name is :
(1) Chain isomerism (2) Position isomerism
(a) CH2 = CH – CH2 – Br 3 – Bromopropene
(3) Functional isomerism (4) Geometrical isomerism CH2–Cl
29. Three organic compound +H2O (b) Chlorophenyl methane
A and B may be : Cl
(1) HCHO and CH3COCH3 (2) CH3CHO and C2H5CHO (c) 2-Chloro-1-methyl benzene
CH3
(3) C6H5CHO and CH3CHO (4) CH3CHO and HCHO
(1) a, b, c (2) a, c (3) a, b (4) b, c
30. Which one of the following compounds passes a chiral
37. IUPAC name of oxalic acid :
centre :
(1) Benzene -1,3- dicarboxylic acid
H OH H OH H Br
Cl Br (2) Benzene -1,2 - dicarboxylic acid
(1) (2) (3) (4) (3) Hexanedioic acid (4) None of these
O O 38. Which show toutomerism :
31. Which show geometric isomerims O
Br H (a) CH3 – CH2 – NO (b)
(1) (2) Cl Cl
Br Cl O
N=O
CH3 Br Br
(3) C = N – OH (4)
CH3 (c) CH3 – CH2– NO2 (d)
32. The most stable conformation of 3-Fluorobutan-2-ol (1) a, b, c (2) a, b, c, d (3) only a, b (4) only b, c
is: 39. Which have maximum heat of hydrogenation :
(1) Fully eclipsed form (2) Partially eclipsed form (1) 1,3 – Pentadiene (2) 1, 3– butadiene
(3) Gauche form (4) Anti form (3) Propadiene (4) Can’t say
33. Maxmimum potential energy is associated with which 40. Correct order of stability for canonical structure :
of the following conformers of n-butane_  
(a) CH2  O  CH3  CH2 – O – CH3
(1) Anti (2) Gauche
O
–
O
(3) Fully eclipsed (4) Partially Eclipsed >
(b) C C
34. Which show geometical isomerism :
H CH2 H CH2
Cl Cl
(1) Cl Cl (2) >
Cl (c)
Cl + –
(3) CH2 = CH2 (4) +
CH2 CH2

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 80 MAX MARKS:320 (+4/-1)
(1) only a,b (2) only b,c 47. Identify the product in the given reaction :
(3) only a, c (4) a, b, c all O
HNO3/H2SO4
41. Total no. of optically active isomers for C O Product
CH2OH(CHOH)3CHO are : O NO2 O
(1) 16 (2) 8
(1) C O (2) C O NO2
(3) 4 (4) 2
NO2 O O
42. The most stable carbonium ion is :
(3) C O (4) NO2 C O
(1) C6H5 – C – C6H5 (2) C6H5 – C – C 6H5
48. The total number of geometrical isomers of
C6H5 CH3
are :
CH 3
(1) 4 (2) 3
(3) CH3 – CH (4) CH 3 – C
(3) 5 (4) 6
CH3 CH3 49. Correct order of Basic Nature :
43. Which of following is heterocyclic aromatic species : NH2 NH2

(1) (2) (3) (4) (I) CH3–NH2 (II) CH3–NH–CH3 (III) (IV)
–
44. Incorrect name of the Alkyne : (1) III > II > IV > I (2) IV > II > I > III NO2
(1) Propyne (2) but-1 yne (3) I > II > III > IV (4) II > I > III > IV
(3) but-2 yne (4) Pent-3 yne 50. Which pair represents chain isomers-
CH3 H (1) CH3CHCl2 and ClCH2CH2Cl
45. The structure CH C=C H shows :
3 C (2) Propyl alcohol and isopropyl alcohol
COOH (3) 2 - methylbutane and neopentane
CH3
(4) Diethylether and dipropylether
(1) Geometrical isomerism
51. The IUPAC name of compound having the structure,
(2) Optical isomerism
H3 C  CH  CH2  CH  CH2  Cl
(3) Geometrical and optical isomerism | |
(4) Tautomerism C2H5 OH
46. For following carbocations increasing order of stability is (1) 1 - chloro - 4 - methyl - hexanal - 2
+ + + + (2) 1 - chloro - 4 - ethyl - 2 - pentanol
CH2 CH2 CH2 CH2
(3) 1 - chloro - 4 - methyl - 2 - hexanol
(4) 1 - chloro - 2 - hydroxy - 4 - methylhexane
52. Select the simplest alkane which exhibits optical
isomerism-
NO2 Cl OCH3 (1) C3H8 (2) C2H6 (3) C7H16 (4) C6H14
(I) (II) (III) (IV)
53. IUPAC name of the compound, CH2  CH  CH2 is-
(1) I < II < III < IV (2) I < III < II < IV | | |
CN CN CN
(3) II < I < III < IV (4) IV < II < III < I
(1) 1,2,3 - tricyanopropane
(2) propane - 1,2, 3 - tricarbonitrile

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 100 MAX MARKS: 400 (+4/-1)
(3) 1,2,3 - cyanopropane (3) Geometrical isomers
(4) propane tricarbylamine (4) Resonating structures (mesomeres)
54. C7H7Cl has in all .......... isomers (aromatic)- 63. H3O+ is an -
(1) 2 (2) 5 (3) 3 (4) 4 (1) Electrophile (2) Nucleophile
55. IUPAC name of the compound CH2— CH2CH2Cl is - (3) Neither electrophile nor nucleophile
O (4) Both electrophile as well as nucleophile
(1) 1 - chloro - 2, 3 - epoxypropane 64. Propane on heterolytic fission produces -
(2) 3 - chloro - 1, 2 - epoxypropane (1) ethyl carbanion and methyl free radical
(3) 1 - chloroethoxymethane (4) None of these (2) ethyl carbanion and methyl carbocation
56. Number of possible alkynes with the formula C5H8 is- (3) ethyl carbocation and methyl carbanion
(1) 2 (2) 3 (3) 4 (4) 5 (4) ethyl free radical and methyl free radical
57. Keto - enol tautomerism is observed in- 65. The decreasing order of acidic strength-
O O CH2=CH–COOH CH3CH2COOH
|| ||
(1) C6H5  C  H (2) C 6H5  C  CH3 I II
CH C–COOH
(3) C 6H5  C  C 6H5 (4) None of these
|| III
O (1) I > II > III (2) II > I > III
58. The IUPAC name of crotonaldehyde is :
(3) III > I > II (4) I > III > II
(1) But-2-ol (2) But-2-enal (3) Butanol (4) Butanone
66. Which nitrogen is most basic?
O
||
59. Compound CH3  CH2  C  NH  CH3 and
O
||
CH3  C  NH  CH2  CH3 are :
(1) Functional isomers (2) Position isomers
(3) Metamers (4) All of these (1) 3 (2) 2
(3) 1 (4) All are same
60. , 67. The hybridisation of carbon atom in the following

Relation between the above compounds : compound from left to right is -

O
(1) Position isomers (2) Chain isomers
H
(3) Homologs (4) No relation C CN
61. Which of the following acid is strongest? O
(1) Benzoic acid (2) Phenol (1) sp2, sp3, sp2, sp2, sp (2) sp2, sp2, sp2, sp2, sp
(3) Toluene (4) p-Nitrobenzoic acid (3) sp, sp2, sp2, sp2, sp2 (4) sp3, sp2, sp2, sp2, sp
O O 68. Which of the following is strongest acid -
62. CH2–C–CH3 and CH 2=C–CH3 are -
(1) COOH (2) COOH
(1) Optical isomer
(2) Tautomers
OH OH

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 80 MAX MARKS:320 (+4/-1)

COOH (4) COOH (1) (v)<(viii)<(iii)<(ii)<(i)<(iv)<(vi)<(vii)

(3) HO
(2) (iv)<(v)<(vi)<(iii)<(ii)<(i)<(vii)<(viii)

CH3 (3) (ii)<(iii)<(vi)<(iv)<(v)<(i)<(vii)<(viii)

69. Which of the following behave both as a nucleophile (4) none of these
and as an electrophile ? 77. Formic acid resonating hybrid of following four
O
structures -
(1) CH3– C  N (2) H – C – H

(3) CH2 = CH– CH3 (4) Both (1) and (2)

70. Polarization of electrons in acrolein may be written as
(1) CH =CH—CH=O (2) CH =CH—CH=O
2 2

(3) CH =CH—CH=O (4) CH =CH—CH=O

2 2
71. In aromatic sulphonation, the attacking species is : The correct stability order of following structure is -
+
(1) SO (2) SO2 (3) SO3 (4) HSO4– (1) I > II > III > IV
72. Which one of the following is strongest acid ? (2) I > II > IV > III
(1) CH3COOH (2) CCl3COOH (3) I < III < II < IV
(3) CHCl2COOH (4) CH2ClCOOH (4) I > IV > III > II
73. Maximum –I effect is exerted by the group : 78. Primary, secondary & tert. free radical formed by
(1) – C6H5 (2) – OCH3 (3) – Cl (4) – NO2 C 4H9
74. Zero inductive effect is exerted by : Primary Secondary Tert.
(1) – C6H5 (2) – H (3) – CH3 (4) – Cl (1) 1 1 2
75. Homolytic fission of a hydrocarbon will liberate : (2) 2 1 1
(1) Carbocation (2) Carbanion (3) 2 0 2
(3) Free radicals (4) Carbenes (4) 1 2 1
76. Arrange the following free radicals in the increasing order 79. Which of the following is not an aromatic species :
of stability - (1) Tropylium cation
(2) Cyclo octatetraene
(3) Cyclopentadienyl anion
(i) (ii) (4) Benzene
80. Correct order of dipole moment :
(iii) (iv) (1) CH3F > CH3Cl > CH3Br > CH3I
(2) CH3Cl > CH3F > CH3Br > CH3I
(v) (vi) (3) CH3F < CH3Cl < CH3Br < CH3I

(vii)
(viii)

Correct answer is -

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

 Questions in TEST BOOKLET: 100 MAX MARKS: 400 (+4/-1)
SOLUTION
1. Around double bond if 'C' has same atom then does 32. Gauche form
not show geomatric isomerism. 33. Fully eclipsed

2.

3. DOU of C4H6 is two 34.

4. Formic acid is more acidic than aromatic compound.
36. a, b
5. C6H5 –CH=CH–CH3 show geometric isomerism
38. –H is present
6. Only 'b'
39. CH2=CH=CH2
7. Follow Huckle rule
40. a, b, c (more e.n. have negative charge and aromatic)
41. a = 2n, where n is no. of asymmetric carbon atoms
and a is no. of optically active isomers.
8. 9.
42. Due to resonance extra stability in 3º carbonium.
43.
10. sp2hybridised show hyperconjugation. 44. Conceptual.
11. takes place in liquid state. 45. One asymmetric carbon atom is present.
12. due to resonance not show tautomerism  m or  I
46. Stability at carbon 
13. 9 3
14. 2 =8 – m or – I
15. b, c 16. C6H5–NH–CH3 +
47. NO2 are attacked more reactive ring R C O
17. Na+, H3O+, not electrophile O
18. a, c 19. c>b>a>d group are para directing group.
20. 1 21.  –  48. Conceptual.
22. due to aromatic  I or  m
49. Basic nature 
23. acid – base reaction – I or – m
24. 5 C C
25. C2H6 > C6H6 > C2H4 > C2H2 50. C — C — C — C and C — C — C are chain isomers
26. Chiral carbon C
27. Molecular wt. is not same (4 ) (3 ) (2 ) (1)

28. Functional isomers 51. H3 C  CH  CH2  CH  CH2  Cl

| |
29. CH3CHO & HCHO C 2 H5 OH
(5 ) ( 6 )

1 - chloro - 4 - methyl -2-hexanol

C—C C—C
30. 31.
52. C — C* — C — C — C and C — C* — C — C
H H C

ISOMERISM NOMENCLATURE RXN MECH MINOR 9

Questions in TEST BOOKLET: 80 MAX MARKS:320 (+4/-1)
53. CH2  CH  CH2 propane - 1,2, 3 - tricarbonitrile 69. When carbon bonded (= & ) with more
| | |
electronegative atom
CN CN CN
70. In CH2=CH—CHO due to –M effect of –CHO group
56.
Polarisation of electron takes place as follows

CH2=CH—C=O CH 2—CH=CH—O

57. Due to presence of H 71. SO3

58. H3C—HC = CH — CHO 72. Due to –I effect.
But-2-enal 73. –NO2 > –Cl > – O CH3 > –C6H5

59. Metamer 74. H

60. Chain isomerism 75. Homolytic fission of a hydrocarbon liberate free

radical.
61. Nitrobenzoic acid
76. Stability of free radicals depends upon resonance and
62. resonance
hyperconjugation.
63. Niether electrophile nor nucleophile
77. Resonance rule
64. CH –CH and CH3
3 2
78. 1ºC — C — C — C
º
C — C — Cº
65. s-character  acidity
C 1º
66. Due to H accepting nature/e
+ –
donating nature. C
C—C—C
º

67 sp ,sp ,sp ,sp , sp 2º

C—C
2 2 2 2 º
C 3
º

O C

C 79. Due to Huckel rule.

O
68. Due to stability of 80. Around double bond if 'C' has same atom then does
H
O not show geomatric isomerism.

ANSWERS
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 3 2 4 4 4 2 2 3 2 3 3 4 4 3 2 4 3 3 4 1
Qus. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Ans. 2 2 3 2 2 2 4 3 4 2 4 3 3 1 1 3 4 1 3 4
Qus. 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 2 1 3 4 2 2 2 1 4 3 3 3 2 4 2 2 2 2 3 2
Qus. 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80
Ans. 4 4 3 3 3 1 2 1 4 3 3 2 4 2 3 4 1 2 2 2

ISOMERISM NOMENCLATURE RXN MECH MINOR 9