Question

The mechanism of substitution of chlorine from chlorobenzene in presence of sodium in liquid ammonia is

Answer 1

Answer:

Nucleophilic Aromatic substitution

Explanation:

Chlorine atom attached to the benzene ring makes the adjacent Carbon turn acidic. Sodium amide attracts the proton from acidic carbon (due to basic nature). As an intermediate benzyne (unstable electrophile) is formed which attracts Azanide (NH2-) in presence of Liq. ammonia. Thus we get A mixture Ortho-aminobenzene & Meta-aminobenzene which are same as aniline.