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Question

CZnHg/HCl−−−−−−−C3H6OAI2/NaOH−−−−−B

Compound A(C3H6O) undergoes following reactions to form B and C. Identify A,B and C.

A
H3CO||CCH3, CHI3, CH3CH2CH3
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B
H2C=C|HCH2OH, CH3I, H3CCH2CH2OH
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C
H3CCH2CHO ,CHI3, H3CC|HOHCH3
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D
H3CO||CCH3, CHI3, CH3C|HOHCH3
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Solution

The correct option is A H3CO||CCH3, CHI3, CH3CH2CH3
A is CH3O||CCH3 (acetone)

CH3O||CACH3I2/NaOH−−−−−CHI3Byellowppt.+CH3COONa+NaI+H2O
CH3O||CACH3ZnHg/HCl−−−−−−−−−−−−−−−(clemmensensreduction)CH3CH2CH3propaneC

The compound reacts with I2/NaOH, so it must be a methyl ketone and it should give iodoform (CHI3) in this reaction.

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