Which of the following substances will not give silver mirror with Tollen’s reagent?

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Ethanal

Acetone

Methanoic acid

Propanal

answer is C.

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Detailed Solution

Aldehydes and methanal (formaldehyde) gives silver mirror test with ammoniacal silver nitrate.
Formic acid is unique amongst simple carboxylic acids since it contains a hydrogen atom instead of an alkyl group(H-COOH, all other carboxylic acid contains an alkyl group attached to C instead of hydrogen on the left side).
Thus formic acid may be regarded both as an aldehyde as well as a carboxylic acid. like aldehydes it can be easily oxidized to carbonic acid (H₂CO₃) which decomposes to give CO₂ and H₂O.
Ketones ( here acetone ) do not give this test.

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