An equimolar mixture of alkyl bromide (A) and ammonia gives (B) which on treating with one equivalent of CH 3 I gives (C) .(B) and (C) on treating with NaNO 2 and HCl gives (D) and (E) respectively. (D) on oxidation followed by decarboxylation gives ethane. Structure of (E) is

Question

An equimolar mixture of alkyl bromide (A) and ammonia gives (B) which on treating with one equivalent of CH 3 I gives (C) .(B) and (C) on treating with NaNO 2 and HCl gives (D) and (E) respectively. (D) on oxidation followed by decarboxylation gives ethane. Structure of (E) is (A) CH 3- CH 2- underset overset|CH3N - N = O (B) CH 3- underset overset|CH3CH - CH 2- underset overset|CH2-CH-3N - N =0 (C) CH 3- CH 2- CH 2- underset overset|CH3N - N = O (D) CH 2- underset overset|CH3CH - underset overset|CH2-CH3N - N = O

Tardigrade Admin · Accepted Answer

The reactions can be summarized as:

R'- H is ethane, C 2 H 6 Thus, R- Br should be C 3 H 7 Br.

$C H_{3} - C H_{2} - C H_{3} ∣ N - N = O$

$C H_{3} - C H_{3} ∣ C H - C H_{2} - C H_{2} - C H - 3 ∣ N - N = 0$

$C H_{3} - C H_{2} - C H_{2} - C H_{3} ∣ N - N = O$

$C H_{2} - C H_{3} ∣ C H - C H_{2} - C H_{3} ∣ N - N = O$

The reactions can be summarized as :

$R^{'} - H$ is ethane, $C_{2} H_{6}$

Thus, $R - B r$ should be $C_{3} H_{7} B r$ .

Q. An equimolar mixture of alkyl bromide (A) and ammonia gives (B) which on treating with one equivalent of CH3​I gives (C).(B) and (C) on treating with NaNO2​ and HCl gives (D) and (E) respectively. (D) on oxidation followed by decarboxylation gives ethane. Structure of (E) is

CH3​−CH2​−CH3​∣​N​−N=O

CH3​−CH3​∣​CH​−CH2​−CH2​−CH−3∣​N​−N=0

CH3​−CH2​−CH2​−CH3​∣​N​−N=O

CH2​−CH3​∣​C​H−CH2​−CH3​∣​N​−N=O

The reactions can be summarized as : R′−H is ethane, C2​H6​ Thus, R−Br should be C3​H7​Br.

$C H_{3} - C H_{2} - C H_{3} ∣ N - N = O$

$C H_{3} - C H_{3} ∣ C H - C H_{2} - C H_{2} - C H - 3 ∣ N - N = 0$

$C H_{3} - C H_{2} - C H_{2} - C H_{3} ∣ N - N = O$

$C H_{2} - C H_{3} ∣ C H - C H_{2} - C H_{3} ∣ N - N = O$

The reactions can be summarized as :

$R^{'} - H$ is ethane, $C_{2} H_{6}$

Thus, $R - B r$ should be $C_{3} H_{7} B r$ .