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A ketone [A] which undergoes haloform re...

A ketone [A] which undergoes haloform reactions gives compound [B] on reduction. [B] on heating with sulphuric acid gives compound [C] which forms monozonide [D}. On hydrolysis in the presence on zinc dust gives acetaldehyde. Identify [A], [B] , [C] and [D]. Write the down the reactions. Involved.

Text Solution

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Ketone A undergoes haloform reaction. Thus it must contain `CH_(3)CO`-group.
The compound C gives mono-ozonide D, which shows that the compound C contains a double bond. Since, the hydrolysis of D gives only acetaldehyde, the compound C would be as follows `:`
`underset( ( C ) ) (CH_(3) - CH = CH - CH_(3))`
The compound C is obtained by dehydration of the compound B. Hence , the compound B would be
`underset( (B))(CH_(3)-underset( OH ) underset( | ) ( C) H - CH_(2) - CH_(3)`
The compound B is obtained by the reduction of compound A ( which contains `CH_(3)CO` - group ) . Hence, the compound A would be `:`
`underset( ( A ))(CH_(3) - underset( O ) underset( ||)(C) - CH_(2) - CH_(3))`
The reactions involved are as follows `:`
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