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NEET CHEMISTRYMedium

When m-chlorobenzaldehyde is treated with 50% KOH solution, the product(s) obtained is (are):

A

m-Chlorobenzyl alcohol and potassium m-chlorobenzoate

B

m-Chlorobenzoic acid and m-chlorobenzyl alcohol

C

m-Hydroxybenzaldehyde and m-chlorobenzyl alcohol

D

m-Chlorobenzyl alcohol and m-chlorophenol

Step-by-Step Solution

The reaction of m-chlorobenzaldehyde with a concentrated alkali (50% KOH) is an example of the Cannizzaro reaction. Aldehydes that do not have an α\alpha-hydrogen atom (like benzaldehyde and its derivatives) undergo self-oxidation and reduction (disproportionation) on heating with concentrated alkali.

One molecule of the aldehyde is reduced to the corresponding alcohol (m-chlorobenzyl alcohol), and another molecule is oxidised to the corresponding carboxylic acid salt (potassium m-chlorobenzoate).

2 m-Cl-C6H4CHO+KOHm-Cl-C6H4CH2OH+m-Cl-C6H4COOK+2 \text{ m-Cl-C}_6H_4CHO + KOH \rightarrow \text{m-Cl-C}_6H_4CH_2OH + \text{m-Cl-C}_6H_4COO^-K^+

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