Nomenclature

6. Name of the compound given below is:

1. The correct IUPAC nomenclature for the following alcohol
is:
CH,
CH,CH; CH,
H,C
CH,CH, OH CH,

(a) 2-ethyl-2-butanol (b) 3-methyl-3-pentanol

CH,
(c) 3-ethyl-3-methyl-3-pentanol
(d) 1, 1-diethylanol (a) 2,3-diethylheptane (b) 3-methyl-4-ethyloctane
(c) 5-ethyl-6-methyloctane (d) 4-ethyl-3-methyloctane
2
The IUPAC name of CH,C(CH),CH,CH =CH, is:
(a) 2,2-dimethyl-4-pentene 7. The IUPAC name of CH,CH,C(Br) = CHClis:
(a) 4-chloro-3-bromo but-3-ene
(b)4,4-dimethyl-1-pentene
(b) 2-bromo-1-chloro butane
(c) 1,1,1-trimethyl-3-butene
(c) 2-bromo-1-chloro but-l-ene
(d) 2-chloro-4,4-dimethylhexane
(d) 2-bromo-2-ethyl-3-chloro propene
3. The IUPAC name of CH,-C=CCH(CH), is: The IUPAC name of
(a) 4-methyl-2-pentyne
(b) 4,4-dimethy-2-pentyne
C,H, CH,
is
(c) methyl isopropyl acetylene (a) 2,2-diethyl pentanoic acid
(d) 4,4,4-trimethyl-1-butene (b) 2,4-dimethyl hexanoic acid
4. The IUPAC name of the following compound is: (c) 2-methyl-4-ethyl pentanoic acid
H,C-CH-CH-CH-CH,-CH-CH, (d) 4-ethyl-2-methyl pentanoic acid
9. The IUPAC name of H,C= CH-CHCH,CH, Is :
CH, CH, CH,
(a) 2, 5, 6-trimethylheptane CH,CH,CH,

(b) 1,3-isopropyl-3-methylpropane (a) 3-propylpent-1-ene (b) 3-ethylpent-1-ene

(c) 2, 6,3-trimethylheptane (c) 4-ethylhex-1-ene (d) 3-ethylhex-1-ene
10. The IUPAC name of the compound
(d) 2,3,6-trimethylheptane
5. The name of CICH,-C= CH,Cl according to IUPAC H,C=CH-ÇH-CH-ÇH-CH,
Br Br CH, C,H, ÖH
nomenclature system is :
is:
(a) 2,3-dibromo-I ,4-dichlorobutene-2 (a) 3-ethyl4-methylhex-5-en-2-ol
(b) 1,4-dichloro-2,3-dibromobutene-2 (b) 3-ethyl-4-ethylhex-1 -en-5-ol
(c) dichlorobromobutene (c) 3-ethyl-2-hydroxy4-methyihex-5-ene
(d) dichlorobromobutane (d) none of the above
11. The IUPAC name of the compound 18. In which of the following compounds, Chas used sp orbita
(CH), CH-CH=CH-CHOH-CH,is : in making C-Obond?
(a) S-methylhex-3-en-2-ol OH OH

(b) 2-methylhex-3-en-S-ol (a)

(c) 2-hydroxy-5-methyl-3-hexene
(d) 5-hydroxy-2-methyl-3-bexene OH OH

12. The suffixes for alcohols, aldehyes and ketones according (c)
to IUPAC system are respectively :
(a) -alc, -ald, -ket (b) -ol, -al, -ket
19. CH,=(=CH,
(c) -ol, -al, -one (d) -coh, -ald, -one
In this molecule (allene)
Hybridisation
13. The hybridization of carbon atoms in C Csingle bond of
(a) all three C-atoms are sp²-hybridized
H-C=C-CH=ECH, is: (b) both terminal C-atoms are sp-hybridized while centra
(a) sp - sp (b) sp² - sp C-atom is sp-hybridized

(c) sp' - sp (d) sp - sp (c) both terminal C-atoms are sp-hybridized while central C
atom is sp-hybridized
14. Hybridized carbon atom used the formation of the
(d) none of these
compound CH,CH=CH-CH,-CH, are:
(a) sp and sp (b) sp and sp 20. Carbon atoms in the compound (CN),C, are
(c) only sp (d) sp² and sp³ (a) sp hybridised (b) sp² hybridised
15. In the hydrocarbon, (c) sp and sp² hybridised
He-CH=H-CHc=CH (d) sp, sp² and sp hybridised
The state of hybridization of carbons 1,3,5 are in the 21. Number of relectrons present in naphthalene is
following sequence :
(a) 4 (b) 6
(a) sp, sp, sp (b) sp², sp. sp (c) 10 (d) 14
(c) sp', sp, sp (d) sp, sp, sp 22. In which bond angle is the highest
16. Which ofthefollowing statements is true about hybridization ? (a) sp (b) sp²
(a) Hybrid orbitals frequently undergo linear overlaps
making sigma bonds. (C) sp (d) sp'd
(b) Hybrid orbitals frequently undergo lateral overlaps making Inductive Effect
r-bonds. In other words, there are several compounds in
which -bonds are formed using hybrid orbitals. 23. Inductive effect of Cl atom operates in

(c) Hybrid orbitals are molecular orbitals. (a) CH;-CH-CH-CI

(d) A hybrid orbital bigger in size makes shorter bond.
(b) CH,=CH-CH=CH-CI
17. CHCH CI
(a) C1--C2 bond ofthis molecule is formed by
(c)
(a) sp'-sp overlap (b) sp°-sp' overlap
(c) sp-sp² overlap (d) sp²-sp² overlap (d) all ofthese
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24. Inductive effect of a CH, group operates H,Ç CH,

CH, CH,
(b) (a) (b)

CH,

(d) both (b) and (c)

25. Inductive effect of-CH, group operates in

(C) (d)
CH .CH,
(a

29. In which ofthe following molecules, all atoms are not coplanar?
CH,
(C) (d) all of these

Cl
(a)
26. -NO,

Which of these groups has -I effect ?

(a) I (b) II
(b
(c) II (d) all of these

Resonance
27. In which of the following molecules, all atoms are coplanar?

a) (b)
(dy

30.H ,H&,
CH~c CN

CN
(d)
H
CH,
The correct order of stability among these canonical
structures is
(a) |> I| >|| (b) I| >1>II
28. In which the following molecules, -NO, group is not
(c) I| > III>1 (d) I|>|> II
coplanar with phenyl ring?
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31.
34. 12
4

Which of the following statements is true about this molecule ?

(a) CI-C2 and C3C4 bonds are of same length
(b) CI C2bond is shorter than C3-C4 bond
(c) CI-C2 bond is longer than C3-C4 bond
(d) C|-C2 and C2-C3 bonds are of same length
35. C

IV I
Among these compounds, which one has shortestC CI
bond
IV
(a)I (b) II
(c) III (d) IV

CH,
36. 1 CH
CH,
Among these canonical structures of pyridine, the correct
order of stability is OH
CH,
(a) ([=V>(||=IV)> IlII (b)(l =IV)>(1=V)>IlII
(c)(|=V)> I|>(|=IV) (d)III >(||=IV)>(|=V) CH,

OH
32
CH,
The stability order of these canonical structures is
The most stable canonical structure among these is
(a) [>I|>III (b) IIl >[>II
(a) I (b) II (c) [>II>II (d) I| > II| >I
(c) III (d) all are equally stabie 37. In which of the following molecule the resonance effect is
33. not present ?
Heat ofhydrogenation ofcyclohexene is-28.6 kcal/mol and
that ofbenzene is 49.8 kcal/mol. Then
benzene will be
resonance energy of
(a) 46 kcalmol (b) 39 kcal/mol
(a) NH ) -`H,
(c) 36 kca/mol (d) 30 kcal/mol
-OH
(d) -c
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38. The most unlikely representation of resonance structure of (b) II is more basic than I and III
p-nitrophenoxide ion is: (c) IIl is more basic than II
(d) None of these
Hyperconjugation
44. Which of the following represents the case of
hyperconjugation ?
(a) (b)
CH=CH, (b) CH,-CH=CH,
CH, H

ÇH=CII-Cø CH=CH-H,
(c) CH-CH=0 (d) both (b) and (c)

(c) (d)
1
CHECH-OH
45. Which of the following orbital diagrams represents the case
39. Resonance structure of a molecules should have
of hyperconjugation ?
(a) ldentical arrangement of atoms
(b) Nearly the same energy content
(c) The same number of pairedelectrons
(a) CH, CH CH,
(d) All the above
Electrophile/Nucleophile
40. Which of the following species is an electrophile ?
(a) H® (b) H Hyperconjugation
(c) both (a) and (b) (d) none of these
41. Which of the following species is a nucleophile ?
(a) H,0 (b) H, (b) CH, - CH CH CH,
(c) both (a) and (b) (d) none of these
42. Which of the following species is a nucleophile?
(a) CH,Oº (b) CH,OH Hyperconjugation
(c) both (a) and (b) (d) none of these
(c) both (a) and (b)
43 (d) none of these
46. Hyperconjugation occurs in
CH CH, CH
H (a) C=C (b)
NH, CH; CH,
pyrrole () pyridine (II) aniline (III) CH,
Which is/are correct statements ?
(d) All of these
(a) I is more basic than II
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47. Hyperconjugation occurs in

(a) CH-H, (b) CH-H-CH,

(c) CH-CH-H, (d) all of these
Among these compounds, the order of heats of
hydrogenation is
48. (a) l>||> II (b) III > |>1
(c) I|>|> III (d) II> >I
How many hyperconjugable H-atoms does this molecule has ? Carbocation
(a) 0 (b) 2 52. Which of the folowing carbocation is least stable ?
(c) 3 (d)4
49. Hy

H--c=c, (b) H =CH,

Canonical structures due to hyperconjugation in this
molecule can be written as
(9) H% (b) Hu CH,
CFCH-H, (c) CH, =CH-H, (d) CH-co
53. For the reactions
HA HA
CH-EH, C=CH-H,

C=CH-H,
H
(c) both (a) and (b)
(d) none of these
(III)
50. Diene Heat of Hydrogenation
CH,=CH-CH=CH-CH, -54.I kcal/mol

CH-CH=(=CH-CH, -70.5 kcal/mol cAH;

The correct decreasing order of enthalpies of reaction for
CH,=CH-CH,-CH=CH, -60.2 kcal/mol
producing carbocation is

Examine these dienes and their heat ofhydrogenations. Now, (a) AH;> AH; >AH; >AH;
what will be the stability order among these dienes ?
(b) AH;> AH; > AH; > AH;
(a) I>I1> II (b) II > III>1
(c)I>II| >I| (d) II>[>II (c) AH;> AH; >AH; >AH;
(d) AH;> AH? > AH} > AH?
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GOC
52
54. Which of the following is most stable Carbanion
GH, GH,
S7. cÉ, CH,-H, CH,-H-CH,
I
Which of the following orders is correct for the stability of
these carbanions ?
(a) | > I|> IlII (b) I[ >I1>1
NH, (c) Il >|> II (d)lI| II
58. CH,-ÞH. CH,=CH-H,

H H X

(a) I (b) II
(c) III (d) IV
55. The order of reactivity of the following alcohols towards
conc. HClis
Which of the following orders is corect for the stability of
these carbanions ?
() F
(a) | > I|> II (b) I| > I|>I
OH (d) I| >[> II
(c) I|>I||>I

(U) F (II) H,C. CH, H,

OH
OH
(a) I >I| > II (b) I> II>||
59
(c) IIl| > >| (d) II| >1>I| OCH,
S6. What is the correct order of stability of the given cations : OCH,

n, H, Which of the following orders is correct for the stability of

these carbanions ?

(a) I>I| >II (b) III >|>1

(c) I| >1>II (d) I| >|> II|

NO, CH,
60. CH,-H, CH,=H HC=
ÇH, CH, Which of the following orders is correct for the stability of
these carbanions ?

(a) |>||> lII (b) II| > l>1

(c) I| >|> III (d) II[ >1>I|
OCH,
IV
(a) II| >1|>IV>I (b) |> I1> I|>IV
(c) II|>|>||>IV (d) IV>II>IlI|>|
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53 GOC

Carbon free Radical

CH,
61. CH,-H, CH, CH,H,
II
H CH,
CH
CH
CH-H, (III)
III
Which among these are stereo-isomers ?
Which of the following orders is correct for no-bond
(a) I and II (b) l and III
resonance energy of these radicals ?
(a) I>II> II (c) II and III (d) all of these
(b) IIl >II>1
(c) III >I>II (d) II > II>I 66. CH;-CH,-CH-CH-CH,
CH CH ()
62.
CH;
CH--CH, CHcH,
CH-CH--CH-CH,
CH,-CHCH, CH,
III
Which of the following orders is corect for no-bond
resonance energy of these radicals ? CH,
(a) I >II > II (b) III >Il>I
CH,-CH,
(c) II >II>I (d) II>> II
CH,
CH,
(IIl)
63
CH, Among these, chain isomers are
(a) I and II (b) I and III
Which of the following orders is correct for no-bond (c) Il and III
resonance energy of these radicals ? (d) all of these
(a) I>II>II (b) III > I|>I
67. CH,-CH-CH,-CH-CH,
(c) II > II>I (d) I[>[> II
CH,
64. Which of the following statements is correct about methyl (I)
group ?
(a) It stabilizes both carbocation and free radical equally CH-CH-ÇH-CH,
(b) it stabilizes a free radical more than a carbocation
(c) it stabilizes a carbocation more than a free radical (II)
(d) none of these

Isomerism CH-CH,-ÇH-CH-CH,
CH-CH,-CH=CH, CH,
65
(1) (II)

Among these, I is the chain isomer of

CH,
(a) II only (b) IlI only
(c) both (d) none of these
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CH, OH
CH, CH,
CH,

71.

68. (U) (II) (IIl)

(L) CH,
CH,
The tautomer ofII is
(II)
(a)I (b) III
Among these, positional isomers are (c) both I and II (d) none of these
(a) I and II (b) I and II 72. CH-0-CH=CH,
(c) Il and III (d) all of these ()

69. CH,-CH-CH,CH-OH HO-CH=CH-CH,

(I) (I)

OH
CH-CH-ÇH-CH, OH CH=c-CH,
(I1) (III)
Which among these are tautomers ?
OH (a) I andII (b) I and III

ch--cH, CH,
(c) II and III
Isomerism
(d) None of these

(II) 73. Which ofthe following will exhibit geometrical isomerism?

(a) 1-Phenylbutene-2-ene
Among these IIl is the chain isomer of
(b) 3-Phenylbut-1ene
(a) I only (b) II only (c) 2-Phenylbut-1-ene
(c) both I and II| (d) none of these
(d) 1, 1-Diphenylprop-1-ene
70. CH-CH-CH,-CH, 74. Geometrical isomerism will be exhibited by
(a) Pent---ene
(b) 3-Methylbut-1-ene
(c) Pent-2-ene
CH,-CH,-0-CH,-CH, (d) All of these compounds
(II)
75. Which of the following compounds can show geometrical
isomerism?
CH,
(a) Vinyl chloride (b) 1, 1-Dichloroethene
CIH-CH,-O1| (c) 1,2-Dichloroethene (d) Trichloroethene
CH, 76. The simplest alkene which is capable of
(III) geometrical isomerism has
exhibiting
Among these functional isomers are (a) 3 carbon atoms (b) S carbon atoms
(a) I andII (c) 6 carbon atoms (d) 4 carbon atoms
(b) I and III
(c) ll and III (d) Both (a) and (c)
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83. Isomers are the compounds having the
77 Which of the following compounds can exhibit geometrical
isomerism? (a) same molecular formula but different physical and/or
(a) Hex-1-ene (b) 2-Methylpent-2--ene chemical properties.
(c) 3-Methylpent-1-ene (d) Hex-2-ene (b) same structural formula but different molecular formulae
78 Which one of the following compound will show (c) same chemical properties and physical properties
geometrical isomerism ? (d) same physical properties but different chemical properties.
84. Which of the following has maximum enol content ?

(a) (b)
Br CH (a) Acetaldehyde (b)

H,C H
(c) (d) (c) Acetylacetaldehyde (a)
Br CI
H,C
85. Which is a pair of geometrial isomers?
79 How many open chain structural isomers of compound with
molecular formula C,H,, show geometrical isomerism ? Br C1, Br

(a) 2 (b)3 (U) (I)

(c)4 (d) 5 Br H
CH,
80. Which of the following can exist as cis and trans isomers ? H Br
(a) CH,=CH-CI CH,
(b) CH,=CH-CH=CH, (Ill) (IV)
(c) CH,CH,CH=CHCI () CHC|=CCI, Br H Ci CH,
81. Which of the following pair of structures represent (a) Iand II (b) I and III
geometrical isomers of cach other? (c) II and IV (d) III and IV
C1 CH,
a)
CH,
86. Enolic form ofthe given keto compound i

H,C CGH, CH H
(b)
CH,CH,CH, HO HO

OH
CH,OH
(C)
H
CH,OH
CH; CH H
(d) OH
CH, CH, C,H, (c)
82 The compound C,H,0 can show
(a) metamerism (b) positional isomerism (d) It will not show tautoisomerism
(c) functional isomerism (d) all types