Amines Practice Questions - DPP for JEE

 Page 1


1. (c) Since the organic amino compound on reaction with nitrous acid at
low temperature produces an oily nitrosoamine so the organic
amino compound is a secondary aliphatic amines.
2. (a) The yield in Sandmayer reaction is found to be better than
Gattermann reaction.
3. (d)
4. (c) Aliphatic amines are more basic than aromatic amines. Resonance
decreases the basic character due to delocalisation of shared pair of
electrons on nitrogen within benzene nucleus.
5. (b) compound is most basic due to localized lone
pair of electron on nitrogen atom while other compounds have
delocalized lone pair of electron.
6. (a) 
7. (d) (1) CH
3
 CH
2
 – CH
2
 – CH
2
 – NH
2
(ii) with KOH (alcohol) and CHCl
3
 produces bad smell
(2) CH
3
C = CH
(iii) gives white ppt with ammonical AgNO
3
(3) CH
3
 CH
2
 COOCH
3
(i) alkaline hydrolysis
(4) CH
3
 CHOH – CH
3
(iv) with Lucas reagent cloudiness appears after 5 minutes
Page 2


1. (c) Since the organic amino compound on reaction with nitrous acid at
low temperature produces an oily nitrosoamine so the organic
amino compound is a secondary aliphatic amines.
2. (a) The yield in Sandmayer reaction is found to be better than
Gattermann reaction.
3. (d)
4. (c) Aliphatic amines are more basic than aromatic amines. Resonance
decreases the basic character due to delocalisation of shared pair of
electrons on nitrogen within benzene nucleus.
5. (b) compound is most basic due to localized lone
pair of electron on nitrogen atom while other compounds have
delocalized lone pair of electron.
6. (a) 
7. (d) (1) CH
3
 CH
2
 – CH
2
 – CH
2
 – NH
2
(ii) with KOH (alcohol) and CHCl
3
 produces bad smell
(2) CH
3
C = CH
(iii) gives white ppt with ammonical AgNO
3
(3) CH
3
 CH
2
 COOCH
3
(i) alkaline hydrolysis
(4) CH
3
 CHOH – CH
3
(iv) with Lucas reagent cloudiness appears after 5 minutes
8. (a) Reduction of alkyl isocyanides in presence of LiAlH
4
 yields
secondary amines containing methyl as one of the alkyl group.
e.g.,
whereas, alkyl cyanides give 1° amine on reduction.
9. (d)
   
10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's
base
 
11. (b) 
(a) When chlorination is done earlier than nitration, chlorobenzene formed
at first step would introduce –NO
2
 group in ortho-position, not in
m-position
(b) Again if –NO
2
 group is reduced earlier than the chlorination step, –NH
2
group formed on reduction will again introduce –Cl in o-position
12. (d) Reduction with iron scrap and hydrochloric acid is preferred
because FeCl
2 
formed gets hydrolysed to release hydrochloric acid
during the reaction. Thus, only a small amount of hydrochloric
acid is required to initiate the reaction.
13. (a) Acetamide is basic due to the presence of lone pair of electrons of
Page 3


1. (c) Since the organic amino compound on reaction with nitrous acid at
low temperature produces an oily nitrosoamine so the organic
amino compound is a secondary aliphatic amines.
2. (a) The yield in Sandmayer reaction is found to be better than
Gattermann reaction.
3. (d)
4. (c) Aliphatic amines are more basic than aromatic amines. Resonance
decreases the basic character due to delocalisation of shared pair of
electrons on nitrogen within benzene nucleus.
5. (b) compound is most basic due to localized lone
pair of electron on nitrogen atom while other compounds have
delocalized lone pair of electron.
6. (a) 
7. (d) (1) CH
3
 CH
2
 – CH
2
 – CH
2
 – NH
2
(ii) with KOH (alcohol) and CHCl
3
 produces bad smell
(2) CH
3
C = CH
(iii) gives white ppt with ammonical AgNO
3
(3) CH
3
 CH
2
 COOCH
3
(i) alkaline hydrolysis
(4) CH
3
 CHOH – CH
3
(iv) with Lucas reagent cloudiness appears after 5 minutes
8. (a) Reduction of alkyl isocyanides in presence of LiAlH
4
 yields
secondary amines containing methyl as one of the alkyl group.
e.g.,
whereas, alkyl cyanides give 1° amine on reduction.
9. (d)
   
10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's
base
 
11. (b) 
(a) When chlorination is done earlier than nitration, chlorobenzene formed
at first step would introduce –NO
2
 group in ortho-position, not in
m-position
(b) Again if –NO
2
 group is reduced earlier than the chlorination step, –NH
2
group formed on reduction will again introduce –Cl in o-position
12. (d) Reduction with iron scrap and hydrochloric acid is preferred
because FeCl
2 
formed gets hydrolysed to release hydrochloric acid
during the reaction. Thus, only a small amount of hydrochloric
acid is required to initiate the reaction.
13. (a) Acetamide is basic due to the presence of lone pair of electrons of
N it is also acidic because its conjugate base shows resonance.
 
(more stable due to –ve charge on O)
Benzonitrile (C
6
H
5
C=N) acts as an electrophile (Lewis acid) due to
electron deficiency of C of CN as well as nucleophile (Lewis base)
in nature due to presence of lone pair electrons on N hence it is
neutral Triethylamine and phenol are basic and acidic in nature
respectively.
14. (b) Guanidine is most basic because its conjugate acid is stabilized by
two equivalent resonance structures,.
Further 2º amines are more basic than 1º, while amides are least basic
due to delocalisation of the lone pair of electrons on N
Thus the correct order of basicities is
 
15. (c) CH
3
NC (methyl isocyanide) on reduction with LiAlH
4
 gives
secondary amine.
16. (c) Only 1° amides (i.e. RCONH
2
) in the present case undergo
Hofmann bromamide reaction.
Page 4


1. (c) Since the organic amino compound on reaction with nitrous acid at
low temperature produces an oily nitrosoamine so the organic
amino compound is a secondary aliphatic amines.
2. (a) The yield in Sandmayer reaction is found to be better than
Gattermann reaction.
3. (d)
4. (c) Aliphatic amines are more basic than aromatic amines. Resonance
decreases the basic character due to delocalisation of shared pair of
electrons on nitrogen within benzene nucleus.
5. (b) compound is most basic due to localized lone
pair of electron on nitrogen atom while other compounds have
delocalized lone pair of electron.
6. (a) 
7. (d) (1) CH
3
 CH
2
 – CH
2
 – CH
2
 – NH
2
(ii) with KOH (alcohol) and CHCl
3
 produces bad smell
(2) CH
3
C = CH
(iii) gives white ppt with ammonical AgNO
3
(3) CH
3
 CH
2
 COOCH
3
(i) alkaline hydrolysis
(4) CH
3
 CHOH – CH
3
(iv) with Lucas reagent cloudiness appears after 5 minutes
8. (a) Reduction of alkyl isocyanides in presence of LiAlH
4
 yields
secondary amines containing methyl as one of the alkyl group.
e.g.,
whereas, alkyl cyanides give 1° amine on reduction.
9. (d)
   
10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's
base
 
11. (b) 
(a) When chlorination is done earlier than nitration, chlorobenzene formed
at first step would introduce –NO
2
 group in ortho-position, not in
m-position
(b) Again if –NO
2
 group is reduced earlier than the chlorination step, –NH
2
group formed on reduction will again introduce –Cl in o-position
12. (d) Reduction with iron scrap and hydrochloric acid is preferred
because FeCl
2 
formed gets hydrolysed to release hydrochloric acid
during the reaction. Thus, only a small amount of hydrochloric
acid is required to initiate the reaction.
13. (a) Acetamide is basic due to the presence of lone pair of electrons of
N it is also acidic because its conjugate base shows resonance.
 
(more stable due to –ve charge on O)
Benzonitrile (C
6
H
5
C=N) acts as an electrophile (Lewis acid) due to
electron deficiency of C of CN as well as nucleophile (Lewis base)
in nature due to presence of lone pair electrons on N hence it is
neutral Triethylamine and phenol are basic and acidic in nature
respectively.
14. (b) Guanidine is most basic because its conjugate acid is stabilized by
two equivalent resonance structures,.
Further 2º amines are more basic than 1º, while amides are least basic
due to delocalisation of the lone pair of electrons on N
Thus the correct order of basicities is
 
15. (c) CH
3
NC (methyl isocyanide) on reduction with LiAlH
4
 gives
secondary amine.
16. (c) Only 1° amides (i.e. RCONH
2
) in the present case undergo
Hofmann bromamide reaction.
RCONH
2
 + Br
2
 + 4KOH  
(Hofmann's bromamide reaction)
17. (d) .CS.SH      
 = C = S + HgS + 2HCl
The reaction is called mustard oil reaction.
18. (b) O+ 
 
19. (c) +   
R – N = C = O + 
20. (c) Amides are hydrolysed to give acids and  or amines.
21. (3) Amines I, IV, VII will form azo dye.
22. (3) I, II and IV.
23. (5) Fe / HCl, Sn / HCl, H
2
 / Ni, LiAlH
4
 and Zn – Hg + HCl
24. (3) I, II and V.
25. (4) II, IV, V and VI are more basic than aniline.