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Haloalkanes & Haloarenes Practice Questions - DPP for JEE

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 Page 1


1. (a) The reaction is dehydrohalogenation
2. (b)
Nuclear substitution will not take place.
3. (b) The compound has two similar assymmetricC-atoms. It has plane
of symmetry and exist in meso form.
 Plane of symmetry
Meso - 2, 3 dichlorobutane
4. (d)
   
Page 2


1. (a) The reaction is dehydrohalogenation
2. (b)
Nuclear substitution will not take place.
3. (b) The compound has two similar assymmetricC-atoms. It has plane
of symmetry and exist in meso form.
 Plane of symmetry
Meso - 2, 3 dichlorobutane
4. (d)
   
5. (b) 
6. (a)
7. (c)   + 
 
8. (c) The acid character follows the order :
CH
3
COOH > C
6
H
5
OH > H
2
O > CH
3
OH
The basic character will follow the order
Page 3


1. (a) The reaction is dehydrohalogenation
2. (b)
Nuclear substitution will not take place.
3. (b) The compound has two similar assymmetricC-atoms. It has plane
of symmetry and exist in meso form.
 Plane of symmetry
Meso - 2, 3 dichlorobutane
4. (d)
   
5. (b) 
6. (a)
7. (c)   + 
 
8. (c) The acid character follows the order :
CH
3
COOH > C
6
H
5
OH > H
2
O > CH
3
OH
The basic character will follow the order
CH
3
COO
–
 < C
6
H
5
O
–
 < O
–
H < CH
3
O
–
The stronger the acid, the weaker the conjugate base formed.
9. (b) Reaction between alkyl halide, aryl halide and sodium in presence
of ether is known as Wurtz  fitting reaction
C
6
H
5
Cl + 2Na + ClCH
3
  
10. (c) + 6Ag 
1, 1, 1-trichloroethane
11. (b) Compound which are mirror image of each other and are non
superimposable are termed as enantiomers.
and 
These are enantiomers
12. (d) Iodoform test is given by methyl ketones, acetaldehyde and methyl
secondary alcohols.
Isobutyl alcohol is a primary alcohol hence does'nt give positive
iodoform test.
13. (b) BrCH
2
 – CH
2
Br  CH
2
 = CHBr  
Elimination of HBr from CH
2
 = CHBr requires a stronger base because
here, Br acquires partial double bond character due to resonance.
14. (c) C
6
H
5
CHCH
3
Br being an optically active secondary alkyl bromide
undergoes S
N
2 nucleophilic substitution reaction. Hence it
undergoes complete inversion of configuration.
Page 4


1. (a) The reaction is dehydrohalogenation
2. (b)
Nuclear substitution will not take place.
3. (b) The compound has two similar assymmetricC-atoms. It has plane
of symmetry and exist in meso form.
 Plane of symmetry
Meso - 2, 3 dichlorobutane
4. (d)
   
5. (b) 
6. (a)
7. (c)   + 
 
8. (c) The acid character follows the order :
CH
3
COOH > C
6
H
5
OH > H
2
O > CH
3
OH
The basic character will follow the order
CH
3
COO
–
 < C
6
H
5
O
–
 < O
–
H < CH
3
O
–
The stronger the acid, the weaker the conjugate base formed.
9. (b) Reaction between alkyl halide, aryl halide and sodium in presence
of ether is known as Wurtz  fitting reaction
C
6
H
5
Cl + 2Na + ClCH
3
  
10. (c) + 6Ag 
1, 1, 1-trichloroethane
11. (b) Compound which are mirror image of each other and are non
superimposable are termed as enantiomers.
and 
These are enantiomers
12. (d) Iodoform test is given by methyl ketones, acetaldehyde and methyl
secondary alcohols.
Isobutyl alcohol is a primary alcohol hence does'nt give positive
iodoform test.
13. (b) BrCH
2
 – CH
2
Br  CH
2
 = CHBr  
Elimination of HBr from CH
2
 = CHBr requires a stronger base because
here, Br acquires partial double bond character due to resonance.
14. (c) C
6
H
5
CHCH
3
Br being an optically active secondary alkyl bromide
undergoes S
N
2 nucleophilic substitution reaction. Hence it
undergoes complete inversion of configuration.
  
15. (c) Chloral on reaction with chlorobenzene in the presence of a
catalytic amount of sulphuric acid forms DDT (dichlorodiphenyl
Trichloro ethane).
16. (d) 
17. (d)
18. (a) + +  LiCl
19. (d)
 ? 
Page 5


1. (a) The reaction is dehydrohalogenation
2. (b)
Nuclear substitution will not take place.
3. (b) The compound has two similar assymmetricC-atoms. It has plane
of symmetry and exist in meso form.
 Plane of symmetry
Meso - 2, 3 dichlorobutane
4. (d)
   
5. (b) 
6. (a)
7. (c)   + 
 
8. (c) The acid character follows the order :
CH
3
COOH > C
6
H
5
OH > H
2
O > CH
3
OH
The basic character will follow the order
CH
3
COO
–
 < C
6
H
5
O
–
 < O
–
H < CH
3
O
–
The stronger the acid, the weaker the conjugate base formed.
9. (b) Reaction between alkyl halide, aryl halide and sodium in presence
of ether is known as Wurtz  fitting reaction
C
6
H
5
Cl + 2Na + ClCH
3
  
10. (c) + 6Ag 
1, 1, 1-trichloroethane
11. (b) Compound which are mirror image of each other and are non
superimposable are termed as enantiomers.
and 
These are enantiomers
12. (d) Iodoform test is given by methyl ketones, acetaldehyde and methyl
secondary alcohols.
Isobutyl alcohol is a primary alcohol hence does'nt give positive
iodoform test.
13. (b) BrCH
2
 – CH
2
Br  CH
2
 = CHBr  
Elimination of HBr from CH
2
 = CHBr requires a stronger base because
here, Br acquires partial double bond character due to resonance.
14. (c) C
6
H
5
CHCH
3
Br being an optically active secondary alkyl bromide
undergoes S
N
2 nucleophilic substitution reaction. Hence it
undergoes complete inversion of configuration.
  
15. (c) Chloral on reaction with chlorobenzene in the presence of a
catalytic amount of sulphuric acid forms DDT (dichlorodiphenyl
Trichloro ethane).
16. (d) 
17. (d)
18. (a) + +  LiCl
19. (d)
 ? 
20. (a) A strong nucleophile favours the S
N
2 reaction and a weak
nucleophile favours the S
N
1 reaction.
First reaction is S
N
1 reaction because C
2
H
5
OH is used as solvent which
is a weak nucleophile.
Second reaction is S
N
2 reaction because C
2
H
5
O
–
 is strong nucleophile.
21. (1) 
22. (3) (III), (V) and (VII)
(III)
(V) 
(VI) 
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