Read the passage given below and answer the following question:
A mixture of two aromatic compounds (A) and (B) was separated by dissolving in chloroform followed by extraction with aqueous KOH solution. The organic layer containing compound (A), when heated with alcoholic solution of KOH produce C₇H₅N (C) associated with unpleasant odour.
Question:
The alkaline aqueous layer (B) when heated with chloroform and then acidified give a mixture of isomeric compounds of molecular formula C₇H₆O₂. (B) is

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$C_{6} H_{5} {CH}_{3}$

$C_{6} H_{5} OH$

$C_{6} H_{5} CHO$

$C_{6} H_{5} COOH$

answer is D.

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Detailed Solution

Alkaline layer on treating with CHCl₃ followed by acidification gives two isomers having formula (C₇H₆O₂). This is Reimer-Tiemann reaction and thus (B) is C₆H₅OH.

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