JEE Main · 2024 · 30 Jan 2024 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

m-chlorobenzaldehyde on treatment with

50%

KOH solution yields

(A)(see structure)
(B)(see structure)
✓ Correct
(C)(see structure)
(D)(see structure)

Answer: (B)

Solution

m-Chlorobenzaldehyde has no α-hydrogen, so treatment with concentrated (50%) KOH drives the Cannizzaro reaction: hydroxide adds to the carbonyl of one aldehyde molecule to give a tetrahedral alkoxide, which transfers a hydride to the carbonyl carbon of a second aldehyde molecule. One molecule is thereby oxidised to m-chlorobenzoate ion and the other reduced to m-chlorobenzyl alcohol, formed in equal amounts.

JEE Main · 2024 · 30 Jan 2024 · Shift 2 · Single correct option

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