Multiple Choice Questions: Question Bank Class: Xii, Chemistry Unit 4: Haloalknaes & Haloarenes
Multiple Choice Questions: Question Bank Class: Xii, Chemistry Unit 4: Haloalknaes & Haloarenes
Multiple Choice Questions: Question Bank Class: Xii, Chemistry Unit 4: Haloalknaes & Haloarenes
Sl.No Question:
1. Free radical monochlorination of methane followed by treatment with sodium metal in ether
yields
(a) Ethane
(b) Ethene
(c) Ethyne
(d) Methyl chloride
2. Which of the following molecules is chiral?
(a) Butan-2-ol
(b) Propan-2-ol
(c) 1-chlorobutane
(d) Butanamine
3. In Lucas test, turbidity appears due to
(a) Greater reactivity of tertiary alcohols
(b) Rectivity of primary alcohols at higher temperature
(c) Role of ZnCl2
(d) Non-solubility of resulting haloalkanes
(A) A = C2H5NC
(B) A= C2H5CN
(C) A = C2H4
(D) A= C3H7CN
22. Which of the following reactant gives the best method of preparation of alkyl
halides when reacts with alcohol?
(A)Zn/HCl
(B)PCl5
(C)SOCl2/ Pyridine
(D)PCl3
23. A compound that reacts fastest with Lucas Reagent at room temperature is
(A) butan-1-ol
(B) butan-2-ol
(C) 2-methylpropan -1-ol
(D) 2-methylpropan-2-ol.
24. An organic compound A (C4H9Cl) on reaction with Na/diethyl ether gives a hydrocarbon
which on monochlorination gives only one chloro derivative,
then A is
(A) tert-butyl chloride
(B) sec-butyl chloride
(C) isobutyl chloride
(D) n-butyl chloride
(D) 60 minutes
35 CH3CH2CH = CH2 + HBr (in the presence of a peroxide) Major PRODUCT “A”.
Product “A” is
(A) 2-Bromobutane
(B) 1-Bromobutane
(C) Butane
(D)1,2-Dibromobutane
36 (CH3)3CBr + alcoholic solution of KOH Major Product “P”. The IUPAC name of “P” is
(A) 2-Methylpropane-2-ol
(B) tert-Butyl alcohol
(C) 2-Methylprop-2-ene
(D) 2-Methylprop-1-ene
37 Which of the following is correct reactivityorder of alkyl halides towards nucleophilic
substitution reaction, if “R” is same?
(A) R-Br<R-I<R-Cl<R-F
(B) R-I<R-Br<R-Cl<R-F
(C) R-Cl<R-F<R-Br<R-I
(D) R-F<R-Cl<R-Br<R-I
38 Which one is not a nucleophile?
(A) C2H5O─
(B) C2H5+
(C) SCN─
(D) H2O
39 On treating a mixture of two alkyl halides with sodium metal in dry ether, 2-methyl propane
is obtained. The alkyl halides are
(A) Chloromethane and 1-chloropropane
46 How many monosubstituted product would be obtained on free radical halogenation of neo-
pentane?
(a) 2
(b) 1
(c) 3
(d) 4
47 When HCl gas is treated with propene in presence of benzoyl peroxide, it gives
a) 2-chloropropane
b) allyl chloride
c) no reaction
d) n- propyl chloride
49 The reaction of 2-bromobutane with KOH in presence of ethanol would result in the
formation of:
(a) butan-2-ol
(b) but-1-ene
(c) but-2-ene
(d) both but-1-ene & but-2-ene
50 In which of the following conversions, phosphorus pentachloride is used as the reagent?
(a) H2C=CH2 → CH3CH2Cl
(b) CH3CH2OH → CH3CH2Cl
(c) H3C-O-CH3 → CH3Cl
(d) CH≡CH → CH2=CHCl
51 The reaction of 2-chlorobutane with Mg and dry ether followed by hydrolysis would form:
(a) butan-2-ol
(b) but-1-ene
53 The best reagent(s) for the preparation of ethyl fluoride from ethanol is:
(a) HF, anhy ZnCl2
(b) PF3
(c) HCl/anhy ZnCl2 followed by Hg2F2
(d) F2, sunlight
54 In which of the following molecules carbon atom is chiral.
a) Allyl Chloride
b) Vinyl Chloride
c) Benzyl Chloride
d) Aryl Chloride
57 What is the IUPAC name of the following compound?
a) 1-Bromo-3-methylprop
methylprop-2-ene
1.a 2.a 3.d 4.b 5.c 6.c 7.c 8.c 9.a 10.c
11.a 12.b 13.d 14.a 15.c 16.a 17.d 18.b 19.a 20.a
21.b 22.c 23.d 24.a 25.c 26.c 27.c 28.d 29.c 30.c
31.d 32.d 33.c 34.b 35.b 36.c 37.c 38.b 39.c 40.a
41.b 42.d 43.c 44.c 45.b 46.b 47a 48.a 49.d 50.b
51.d 52.d 53.c 54.d 55.c 56.b 57.d
Sl.No Question:
1 The most reactive compound towards SN2 reaction among the following is
(a) Ethyl bromide
(b) Tert butyl bromide
(c) Isobutyl bromide
(d) 2-bromobutane
2. Arrange according to reactivity towards SN2 reaction
1-chlorobutane(A), 1-chloro-2,2-dimethylpropane(B), 1-chloro-2-methylbutane(C),
1-chloro-3-methylbutane(D)
(a) A>D>C>B
(b) A>B>C>D
(c) A>C>B>D
(d) D>B>A>C
3 Allylic halides show high reactivity towards
(a) SN1 reactions
(b) SN2 reactions
(c) Addition reactions
(d) None of the above
4. Which is the most reactive towards SN1 reaction
(A) C6H5CH2Cl
(B) C6H5CH(C6H5)Br
(C) C6H5CH(CH3)Br
(D) C6H5C(CH3)(C6H5)
5. SN1 reaction of alkyl halide leads to
(a) Retention of configuration
(b) Racemisaton
(c) Inversion in configuration
(d) None of the above.
6. Which of the following alkyl halides will undergo SN1 reaction most readily?
(a) (CH3)3C – F
(b) (CH3)3C – Cl
(c) (CH3)3C – Br
(d) (CH3)3C – I
7. A SN2 reaction at an asymmetric carbon of a compound always gives
(a) a single isomer
(b) an enantiomer of the substrate.
(c) a product with opposite rotation
(d) a product mixture of diastereomers
8. Which alkyl halide is most reactive towards SN2?
(A) Ethyl chloride
(B) Isopropyl chloride
(C) Ethyl iodide
(D) tert-Butyl iodide
15 Which of the following alkyl halides will undergo SN1 reaction most readily?
(a) (CH3)3C – F
(b) (CH3)3C – Cl
(c) (CH3)3C – Br
(d) (CH3)3C – I
KEY/ANSWER SHEET
NATURE OF C–X BOND, SUBSTITUTION REACTIONS
(DIRECTIVE INFLUENCE OF HALOGEN IN MONOSUBSTITUTED COMPOUNDS ONLY)
Question Answer
1 a
2 a
3 a
4 d
5 b
6 d
7 a
8 c
9 c
10 d
11 d
12 c
13 b
14 b
15 d
16 a
The questions submitted by the PGTs (Chemistry) of KVs of Bhubaneswar, Guwahati, Kolkata,
Ranchi, Silchar and Tinsukia Regions.
Vetted by:
Mr. Alok Kumar Pandey, PGT (Chemistry), KV Paradip Port, Bhubaneswar Region.
Email: chemalok1734@gmail.com Ph No. 93865975535
Sl.No Question:
1. Which of the following is most reactive towards aqueous NaOH.
(a) C H Cl
(b) C H CH Cl
(c) C H Br
(d) BrC H Br
2. Aryl halides are less reactive towards nucleophilic substitution reactions as compared to
alkyl halides due to
(a) formation of a less stable carbonium ion in aryl halides
(b) resonance stabilization in aryl halides
(c) presence of double bonds in alkyl halides
(d) inductive effect in aryl halides.
3 The main difference between C – X bond of a haloalkane and a haloarene is
(a) C – X bond in haloalkanes is shorter than haloarenes
(b) in haloalenes the C attached to halogen in C – X bond is sp3 hybridised
while in haloarenes it is sp2 hybridised.
(c) C – X bond in haloarenes acquires a double bond character due to higher
electronegativity of X than haloalkanes.
(d) haloalkanes are less reactive than haloarenes due to difficulty in C – X
cleavage in haloalkanes.
4. Arrange the following compounds in increasing order of rate of reaction towards
nucleophilic substitution.
(I) (II) (III)
(b) (d)
(a) Methylchlorobenzene
(b) Toluene
(c) 1-Chloro-4-methylbenzene
(d) 1-Methyl-4-chlorobenzene
8. Which of the following compounds do not undergo nucleophilic substitution reactions
easily?
(a) p-chlorotoluene
(b) 3-chloropropene
(c) benzyl chloride
(d) 3-bromopropene
11. p-dichlobezene has higher melting point than its o- and isomers because
(a) p- dichlorobenzene is more polar than o- and m- isomer.
(b) p-isomer has a symmetrical crystalline structure.
(c) boiling point of p- isomer is more than o- & m-isomers
(d) All of these are correct.
12. Chlorobenzene on reaction with NaOH at 300K followed by acidic hydrolysis produces
a) Phenol b) Sodium phenoxide
c) Benzaldehyde d) Benzoic acid
13. The reason for the attack of a nucleophile is difficult on monosubstituted benzene is
I) Negative electron cloud above and below the benzene ring
II) Instability of phenyl cation
III) The electronegativity of Sp2 C atom is more as compared to Sp3 carbon
Select the correct option
a) I only b) I & II both
c) Only III d) I, II, III
14. In Dow’s process, preparation of Phenol becomes faster on applying which of the group
on Benzene?
a) EWG b) EDG
c) Both a and b d) None of the above
15. Electron withdrawing group at ortho and para position increases the rate of reaction of
basic hydrolysis of Chlorobenzene due to
a) It stabilizes the positive charge that comes on the carbon to which EWG is attached
b) It stabilizes the negative charge that comes on the carbon to which EWG is attached
c) It starts a reaction with EWG directly.
d) It starts reaction with EWG through catalyst
ZIET Bhubaneswar, 06 October 2021 3
16. The rate of reaction of Basic hydrolysis of Chlorobenzene followed by acidification is
fastest in
ropchlorobenzene
a) O – Nitropchlorobenzene b) o, p – di-Nitropchlorobenzene
Nitropchlorobenzene
c) m – Nitropchlorobenzene d) Same in all the above
17. The rate of reaction of Basic hydrolysis of Chlorobenzene followed by acidification is
NOT influenced by EWG at
a) Ortho b) Para
c) Meta d) None of the above
18 Arrange the following compounds in increasing order of rate of reaction towards
nucleophilic substitution:
23 The polarity of C-X bond in Haloarenes is less than C-X bond in Haloalkanes:
(a) Due to hybridized orbital
(b) Due to hybridized orbital
(c) Haloalkanes are less reactive than haloarenes
(d) Due to double bond character in haloarenes
24 Haloarenes are less reactive towards Nucleophilic substitution reaction due to
(a) Hybridisation of Carbon (b) polarity of C-X bond
(c) Resonance effect (d) All of the above
, out of these two which one has more tendency to show nucleophilic
substitution reaction.
(a) I show more tendency towards nucleophilic substitution reaction.
(b) II will show more tendency towards nucleophilic substitution reaction
(c) Both will show
(d) None of them will show.
27 The halo groups are the only ortho - para directing that aredeactivating groups. This
helps to know
(A) Electrophilic reactions by haloarenes
(B) Nucleophilic substitution reaction
(C) Both A and B
ZIET Bhubaneswar, 06 October 2021 5
(D)None of these
28 Which of the following derivatives of benzene would undergo hydrolysis most readily with aq.
KOH
Cl Cl
O2N NO 2
NO 2 NO 2
(A) (B)
Cl
Cl
NO2
NO2
N
NO2
(C) (D)H3C CH3
+
29 Cl ONa
NO2 NO2
Dil. NaOH
NO2 NO2
The above transformation proceeds through
(a) Electrophilic-addition
(b) benzyne intermediate
(c) Activated nucleophilic substitution
(d) Oxirane.
30 Chlorobenzene is
(a) Less reactive than benzyl chloride
(b) More reactive than ethyl bromide
(c) Nearly as reactive as methyl chloride
(d) More reactive than isopropyl chloride
31 Following equation illustrates
200 2500 C
C6H5Cl + 2NaOH
200 atm
C6H5ONa + NaCl + H2O
(a) Dow’s process
(b) Kolbe’s process
(c) Carbylamine test
(d) Haloform reaction
32. Why is PhO– a weaker nucleophile than RO– formed in Dow’s process:
(A) Due to Resonance
(b) Due to -I effect of Benzene ring
(C) Due to its large size
(D) None of the above
33. Which of the following undergoes Hydrolysis most easily?
Answers of MCQ
1.b 2.b 3.b 4.d 5.a 6.d 7.c 8.a 9.d 10.c
11.b 12.a 13.d 14.a 15.b 16.b 17.c 18.c 19.a 20.d
21.a 22.c 23.b 24.d 25.b 26.b 27.c 28.b 29.c 30.a
31.a 32.a 33.d 34.c 35.d 36.b 37.c
Sl.No Question:
1. The nature of halogen is to send an incoming electrophile at which of the positions?
a) Ortho b) Para
c) Ortho, Para both d) Meta
Br , Br , Br , (CH3)3CBr
+
N NCl Cl
20.
(a) 1,3,5-trimethyl--2,4,6-trinitrobenzene
(b) 2,4,6-trinitrotoluene
trinitrotoluene
(c) 1,3,5-trimethyl--2,4,6-trinitrocyclohexane
(d)1,3,5-trinitrobenzene
trinitrobenzene
22. Among the following compounds, the decreasing order of reactivity towards electrophilic
substitution is
(a) p-ClC6H4CH2CH(CH3)2
(b) p-CH3CHCl(C6H4)CH2CH3
(c) o-BrH2C-C6H4CH(CH3)CH2CH3
(d) C6H5CH2Cl
27. Dipole moment of p-dichloro benzene is zero and that of o-dichloro benzene is 2.54 D.
Because
a) p-dichloro benzene is aryl halide and o-dichloro benzene is alkyl halide
b) p-dichloro benzene is symmetric and o-dichloro benzene is not symmetric
c) o-dichloro benzene is aryl halide and p-dichloro benzene is alkyl halide
d) in p-dichloro benzene the two bond dipoles (C-Cl) cancel out each other while in o-
dichloro benzene this is not possible.
28. Fluorobenzene (C6H5F) can be synthesized in the laboratory
(a) by direct fluorination of benzene with F2 gas
(b) by reacting bromobenzene with NaF solution
(c) by heating phenol with HF and KF
(d) from aniline by diazotisation followed by heating the diazonium salt with HBF4
29. Chlorobenzene reacts with Mg in dry ether to give a compound (A) which further reacts with
ethanol to yield
(a) Phenol (b) Benzene
(c) Ethylbenzene (d) Phenyl ether
30. Benzene reacts with n-propyl chloride in the presence of anhydrous AlCl3 to give
(a) 3 – Propyl – 1 – chlorobenzene (b) n-Propylbenzene
(c) No reaction (d) Isopropylbenzene
ANSWER:
1.c 2.b 3.a 4.d 5.c 6.b 7.d 8.a 9.b 10.c
11.d 12.b 13.b 14.a 15.d 16.d 17.a 18.b 19.a 20.a
21.a 22.a 23.a 24.c 25.c 26.b 27.d 28.d 29.b 30.d
31.d 32.d 33.b 34.b 35.a 36.c 37.a 38.a 39.b 40.b
41.c 42.b 43.b 44.a 45.b