ORGANIC CHEMISTRY : MS CHOUHAN & TEAM TIME : 35 MIN.

DPP-78
1. Identify - product.
O
H
(a) 
 cyclic

CH2 – CH2 – NH2

O
O
H 
(b) + 

N
|
H
(Morpholine)

O
||
C–H
(c) + NH2 – NH2 
 cyclic product

C–H
||
O

O
||
C – Ph
NH NH
2 
2
(d)   cyclic product

C – Ph
||
O
O
||
C – Cl
NH NH
2 
2
(e)   cyclic product

C – Cl
||
O
O O
|| || NH NH
2 
2
(f) H – C – CH2 – C – H   cyclic (aromatic)


(g) + NH2 – NH NO2 

O CHO
NO2
O

(h) NH2OH / HCl

  

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2. Write chemical equation for the reaction of each of the following compounds with one equivalent of HCN.

O
CHO H3C
H3C
(a) HCN (b) HCN
 
CH2 – CHO
O

O O
|| ||
(c) HCN (d) HCN
Me – N  C – CH2 – CH2 – C – CH3  
|
O
Me

O O O
|| || ||
HCN
(e) CH3 – C – CH2 – CH2 – C – H  HCN
(f) H – C – H 
 

3. In which of the following reaction formation of enamine take place

O O

H H
(a) + CH3 – NH – CH3 
 (b) + 

 
N
H
O O

H H
(c) + CH3 – NH2  
 (d) + NH2 – NH2 

 

(e) Both (a) and (b).

4. Show how would you prepare the following derivative from appropriate carbonyl compounds ?
N – OH
(a) A + B 

N
(b) A + B 

(c) A + B  N

N
(d) A + B 

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 (e) A + B  CH = N – OH

N – NH2

H
(f) A + B  
pH 4 to5

H
(g) A + B   N — OH
pH 4 to5

H
(h) A + B  
pH 4 to5
N—OH

N CH3

H
(i) A 


H
|
N N
H  (B)
(j) A 
 


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 ANSWER KEY
O

N N
N
1. (a) (b) (c)
N

Ph

N N
N N
(d) N (e) (f)
N
Ph
NOH

(g) O CH = N – NH NO2 (h)

NO2

O O
||
CHO

2. (a) CH – OH (b) CN (c)

N
OH
CN OH CN
O OH O OH
|| CN H
(d) C – CH2CH2 – C – CH3 (e) (f)
H CN H
CN
OH

3. (e)

O
O
C – H + H2N
4. (a) + NH2OH (b)

NH2
NH 2 + O
(c) (d) +O (e) CHO + NH2OH

(f) + NH2NH2 (g) O + H2NOH (h) + H2NOH

||
O

NH2 O
(i) (j) (b) H2/Ni/LiAlH4
CH3 NH2

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