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'.
It is a primary alcohol
It is an aldehyde
It is a ketone
It is a secondary alcohol
A
It is a secondary alcohol
B
It is an aldehyde
C
It is a primary alcohol
D
It is a ketone
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Solution
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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.
CH3−CO−CH3Zn/Hg,HCl−−−−−−−→CH3−CH2−CH3
Option C is correct.
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