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Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Which is not true about acetophenone ?

A

Reacts with 2,4-dinitrophenyl hydrazine to form 2,4-dinitrophenyl hydrazone

B

Reacts with Tollens reagent to form silver mirror

C

Reacts with I2/ NaOH to form iodoform

D

On oxidation with alkaline KMnO4 followed by hydrolysis gives benzoic acid

Answer

Reacts with Tollens reagent to form silver mirror

Explanation

Solution

Acetophenone is aketoneand does not react with Tollen's reagent to give silver mirror. Acetophenone has themolecular formula C8H8O with a ketone functional group. The structure of ketone is as follows:

Tollen's Test is used for aldehydes or compounds that have a hydrogen atom attached to the carbonyl carbon. However, acetophenone does not have any such hydrogen atom attached to a carbonyl carbon like the case of aldehydes. Hence, Acetophenone does not give a silver mirror with Tollen's reagent.

For the other options:

  • Acetophenone reacts with 2,4-Dinitrophenylhydrazine to form 2,4-Dinitrophenylhydrazone. The reaction is given as:
  • Acetophenone gives a yellow precipitate with NaOH.
  • Acetophenone on oxidation with KMnO4 causes breaking or rupture of C-C bond and thus forms benzoic acid.

Also Read:Tests for Aldehydes & Ketones