JEE - Haloalkanes & Haloarenes - (Q+S)

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1.

When 1-Phenyl ethene is reacted with HCl it gives 4

a)

b)

c)

d)

Ans: 4

Exp:

2. Ethyl chloride on heating with silver cyanide forms a compound X. The functional isomer of X is 4
a) C2H5NC
b) C2H5CN
c)
d) C2H5NH2
Ans: 2

Exp:
The functional isomer of ethyl isocyanide is ethyl cyanide
3. On treatment with chlorine in presence of sunlight, toluene gives the product 4
a) o - chloro toluene
b) 2, 5- Dichlorotoluene
c) p - chloro toluene
d) Benzyl chloride
Ans: 4
Exp: Benzyl chloride

4. Which of the following is not an organometallic compound? 4


a)
b)
c)
d)
Ans: 1
Exp:

Find out reagent in following reaction

5. 4

a) I2
b) I2 and HgI2
c) I2 and HgO
d) I2 and H2SO4
Ans: 3
Exp: I2 and HgO

Following compound on bromination majority gives

6. 4

a)
b)

c)

d)

Ans: 1

Exp:

The structure of the major product formed in the following reaction is

7. 4
a)

b)

c)

d)

Ans: 4

Exp:

In polar aprotic solvent ionic compound NaCl precipitates out as product therefore substitution of takes pl
ace in preference to .

8. Methyl chloride reacts with silver acetate to yield 4


a) Acetaldehyde
b) Acetyl to yield
c) Methyl acetate
d) Acetic acid
Ans: 3

Exp:

9. Which of the following shown SN1 reaction most readily? 4

a)

b)

c)

d)

Ans: 2

Exp:

As the chlorine is attached to tertiary carbon. This shown SN1 reaction more reading. Because it will from 30 c
arbocation which is stable when compared to other given compound.

10. Fittig reaction can be used to prepare 4


a) Toluene
b) Acetophenone
c) Diphenyl
d) Chlorobenzene
Ans: 3
Diphenyl can be prepared by fiting method as

Exp:

11. Which of the following reactions is an example of nucleophilic substitution reaction? 4


a)
b)
c)
d)
Ans: 4
Exp: Nucleophle is replaced by so it is nucleophilic substitution reaction.

12. The product A is 4


a)
b)
c)
d)
Ans: 1

Exp:

Identify the set of reagent/reaction conditions X' and Y' in the following set of transformations :

13. 4

a) X = Dilute aqueous NaOH, Y = HBr


b) X = Alcoholic NaOH, Y = HBr
c) X = Dilute aqueous NaOH, Y = Br2/CHCl3
d) X = Alcoholic NaOH, Y = Br2/CHCl3
Ans: 2
Exp:

14. 4
The alkyl halides is:
a) Ethyl bromide
b) n- Propyl iodide
c) Isopropyl iodide
d) Both b) and c) are correct
Ans: 4

Exp:

15. Which of the following is a free radical substitution reaction? 4

a)

b)

c)

d)
Ans: 1

Exp:

16. 4

Major product of this reaction is


a)

b)

c)

d)None of the above reaction


Ans: 2

Exp:

(more stabilized due to resonance)

Order of reactivity towards nucleophilic substitution reaction of the compounds

17. 4

a) i ii iii iv
b) ii i iii iv
c) iv iii ii i
d) iii iv ii i
Ans: 3
Electron-withdrawing groups increase and electron-donating groups decrease the reactivity towards nucleophili
Exp:
c substitution. Thus, option (c), i.e., iv iii ii i is correct.

Arrange the following :


18.CH3CH2CH2CH2Br (I), CH3CHBrCH2CH3 (II), (CH3)2CHCH2Br (III), (CH3)3C-Br (IV) 4
In decreasing order of reactivity
a) I IV III II
b) II I IV III
c) I III IV II
d) I III II IV
Ans: 4
Reactivity in reaction depends upon steric hindrance. Since the steric hindrance around the -carbon incre
ases in the order:
Exp:
CH3CH2CH2CH2Br (I) (CH3)2CHCH2Br (III) CH3CHBrCH2CH3 (II) (CH3)3C-Br (IV), therefore, reacti
vity decreases in the reverse order, i.e. I III II IV

19.In the reaction A is 4

a)

b)

c)

d)

Ans: 1

Exp:

20. Sodium ethoxide reacts with ethyl iodide to yieds. 4


a) CH3CH3
b) C2H5OCH3
c) C2H5OC2H5
d) COOH
Ans: 3
C2H5OC2H5

Exp:

C2H50C2 H5 + NaI

21. But-1-ene on reaction with HCl in the presence of sodium peroxide yields- 4
a) n-buty chloride
b) isobutyl chloride
c) secondary butyl chloride
d) tertiary butyl chloride
Ans: 3

Exp:
Markownikoff's Rule.

22. Which one of the following is NOT used to prepare alkyl halide from an alcohol? 4
a) SOCI2
b) PCl3
c) HCl + ZnCl2
d) NaCl
Ans: 4
Exp: R-Cl can be prepared from alcohol by HCl, SOCl2,PCl3 & PCl5 but not by NaCl

Which one of the following hydrocarbons when treated with chlorine will give only, single monochloro comp
23. 4
ound?
a) CH3 - CH2 - CH2 - CH3
b) CH3 - CH2 - CH3

c)

d)

Ans: 4
Exp: On mono chlorination, neo-pentane gives only one compound which is neo -pentyl chloride.

24.Which of the following is called Sandmeyer reaction ? 4


a)
b)

c)

d)

Ans: 2

Exp:

A dextrorotatory optically active alkyl halide undergoes hydrolysis by SN2 mechanism. The resulting alcohol
25. 4
is
a) dextrorotatory
b) laevorotatory
c) Optically inactive due to racemization
d) May be dextro-or laevorotatory
Ans: 2
SN2 reactions occur with inversion of configuration. Therefore, an optically active reactant gives an optically
Exp:
active product whose sign of rotation cannot be predicted i.e

What will be the product in the following reaction?

26. 4

a)

b)
c)

d)

Ans: 3
The mechanism of allylic bromination is

Exp:

Since endocyclic (within ring) double bond is more stable than exocyclic (outside ring) double bond,
therefore, initially formed less stable free radical (I) gets converted into the more stable free radical (II) which
then reacts with Br2 to give the product.

List I List II
A) C2H5Cl 1) Williamson synthesis
B) Mg + dry ether 2) Wurtz reaction
C) C2H5Cl + C2H5ONa 3) Anaesthetic
27. D) Na + dry ether 4) Antiseptic 4
5) Grignard reagent

The correct match is


ABCD
a) 3 5 1 2
b) 5 3 1 2
c) 3 4 1 2
d) 3 5 1 4
Ans: 1
A B C D
Exp: 3 5 1 2

28.(R) -2- Bromobutane is allowed to react with Nal in acetone. The product formed is 4
a) (R) -2-iodobutane
b) (S)-2-iodobutane
c) -2-iodobutane
d) Trans-2-butene
Ans: 2
In SN2 reactions inversion of configuration occurs. Therefore (R)-2-bromobutane on treatment with Nal/
acetone gives (S)-2- iodobutane

Exp:

In the following sequence of reactions

29. , 4

The product (C) is


a) propan-2-ol
b) propan-1-ol
c) Propyne
d) propene
Ans: 1

Exp:

30. Wrong statement about SN1 reactions mechanism 4


a) It is single step first order unimolecular reaction
b) Rate of this reaction depends upon the concentration of substrate only
c) It completes with racemisation of configuration
d) It proceeds through the formation of stable carbocation intermediate
Ans: 1
Exp: It is two steps reaction.

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