The compound shown gives a silver mirror with Tollens' reagent. Which of the structures shown does NOT give a silver mirror?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

A silver mirror needs an aldehyde (or an alpha-hydroxy ketone). Structures A (benzaldehyde), C (glycolaldehyde) and D (isobutyraldehyde) are aldehydes. B (propanone) is a simple ketone and gives no mirror.

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