1
Question
Malonic ester contains an active methylene group and two hydrogen atoms of active methylene group are easily replaced by alkyl and acyl groups in the presence of strong base. The carbonation intermediate formed, makes SN2 attack on alkyl or acyl groups.
Consider the following set of sequential reactions. The end product [E] is:
Malonic ester contains an active methylene group and two hydrogen atoms of active methylene group are easily replaced by alkyl and acyl groups in the presence of strong base. The carbonation intermediate formed, makes SN2 attack on alkyl or acyl groups.
Consider the following set of sequential reactions. The end product [E] is:
Open in App
Solution
The correct option is B C6H5−CH=CH−COOH
Sodium ethoxide abstracts the proton from the active methylne group of diethyl malonate to obtain the carbanion [A].
This acts as a nucleophile and attacks the carbonyl carbon of benzaldehyde to obtain the alkoxide ion [B].
The oxygen of alkoxide ion is protonated with ethanol to form alcohol [C]. The ester groups are hydrolyzed in presence of acid.
This is followed by decarboxylation to obtain acid [D]. A molecule of water is eliminated on heating to form [E]
Thus the end product [E] is C6H5−CH=CH−COOH
Sodium ethoxide abstracts the proton from the active methylne group of diethyl malonate to obtain the carbanion [A].
This acts as a nucleophile and attacks the carbonyl carbon of benzaldehyde to obtain the alkoxide ion [B].
The oxygen of alkoxide ion is protonated with ethanol to form alcohol [C]. The ester groups are hydrolyzed in presence of acid.
This is followed by decarboxylation to obtain acid [D]. A molecule of water is eliminated on heating to form [E]
Thus the end product [E] is C6H5−CH=CH−COOH
Suggest Corrections
0
Join BYJU'S Learning Program
Explore more
Join BYJU'S Learning Program
