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Question

Consider a compound 'A' with formula C3H6O. It forms phenyl hydrazone and gives negative Tollen's test. Compound 'A' on reduction gives propane. Then, identify compound 'A'.

A
It is a primary alcohol
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B
It is an aldehyde
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C
It is a ketone
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D
It is a secondary alcohol
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Solution

The correct option is C It is a ketone
Compound 'A' forms phenyl hydrazone, so it must be a carbonyl compound.

Since, it also gives negative Tollen's test, so it can't be an aldehyde.

'A' on reduction gives propane. So, it must be acetone.

Ketone reacts with phenyl hydrazine to form phenyl hydrazone but gives negative Tollen's test.

CH3COCH3Zn/Hg, HCl−−−−−−CH3CH2CH3

Option C is correct.

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