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Question: In the following sequence of reactions: $CH_3CH_2OH \xrightarrow{KMnO_4} (X) \xrightarrow{SOCl_2/NH...

In the following sequence of reactions:

CH3CH2OHKMnO4(X)SOCl2/NH3(Y)Br2+NaOH(Z)CH_3CH_2OH \xrightarrow{KMnO_4} (X) \xrightarrow{SOCl_2/NH_3} (Y) \xrightarrow{Br_2+NaOH} (Z)

The end product 'Z' is

A

Acetic acid

B

acetone

C

methylamine

D

Ethylamine

Answer

methylamine

Explanation

Solution

The reaction proceeds as follows:

  1. Oxidation: Ethanol (CH3CH2OHCH_3CH_2OH) is oxidized by KMnO4KMnO_4 to acetic acid (CH3COOHCH_3COOH).

    CH3CH2OHKMnO4CH3COOHCH_3CH_2OH \xrightarrow{KMnO_4} CH_3COOH

  2. Conversion to Amide: Acetic acid is converted to acetyl chloride (CH3COClCH_3COCl) using SOCl2SOCl_2, which then reacts with ammonia (NH3NH_3) to form acetamide (CH3CONH2CH_3CONH_2).

    CH3COOHSOCl2CH3COClCH_3COOH \xrightarrow{SOCl_2} CH_3COCl

    CH3COCl+NH3CH3CONH2CH_3COCl + NH_3 \rightarrow CH_3CONH_2

  3. Hofmann Rearrangement: Acetamide undergoes Hofmann rearrangement in the presence of Br2Br_2 and NaOHNaOH to yield methylamine (CH3NH2CH_3NH_2).

    CH3CONH2Br2+NaOHCH3NH2+CO2CH_3CONH_2 \xrightarrow{Br_2 + NaOH} CH_3NH_2 + CO_2

Therefore, the end product 'Z' is methylamine.