JEE Main · 2004 · 24 Apr 2004 · Offline · Aldehydes Ketones and Carboxylic Acids

Which one of the following reduced with zinc and hydrochloric acid to give the corresponding hydrocarbon?

(A)Ethyl acetate
(B)Butan-2-one✓ Correct
(C)Acetamide
(D)Acetic acid

Answer: (B)

Solution

Zinc with hydrochloric acid, the Clemmensen conditions, strips a carbonyl group right down to a

CH X_{2}

, turning

C = O

into hydrocarbon. Only a compound carrying such a carbonyl qualifies, and of those listed only butan-2-one is a ketone; it is reduced to butane,

CH X_{3} COCH X_{2} CH X_{3} CH X_{3} CH X_{2} CH X_{2} CH X_{3}

. The ester, amide and acid are not reduced in this way.

JEE Main · 2004 · 24 Apr 2004 · Offline · Single correct option

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