Question

What is C in the following reaction ? C2H5Br--NaOH-A
--Na-B--CH3I-C
​

Answer 1

Answer:

CH

3

−CH

2

−Br+AgCN

Δ

−AgBr

A, ethyl isocyanide

CH

3

−CH

2

−NC

→

C

2

H

5

OH

Na

B, ethyl methyl amine

CH

3

−CH

2

−NH

2

−CH

3

Ethyl bromide reacts with silver cyanide to form ethyl isocyanide.

Na/ethanol reduces ethyl isocyanide to ethyl methyl amine.

Hoffmann bromamide degradation reaction:

Treatment of amide with bromine and aqueous ( or alcoholic) NaOH, a primary amine is obtained.

CH

3

−CONH

2

+Br

2

+4NaOH→CH

3

−NH

2

+Na

2

CO

3

+2NaBr+2H

2

O

The product amine has one C atom less than starting material amide.

Answer 2

Answer:

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