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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

In a Claisen condensation reaction (when an ester is treated with a strong base)

A

a proton is removed from the α\alpha -carbon to form a resonance stabilised carbanion of the ester

B

carbanion acts as a nucleophile in a nucleophilic acyl substitution reaction with another ester molecule

C

a new C?CC?C bond is formed

D

All of the above statements are correct

Answer

All of the above statements are correct

Explanation

Solution

When two molecules of an ester undergo a condensation reaction, the reaction is called as Claisen condensation and product is a β\beta - keto ester.
2CH3CH2COOCH3\ce>[(i)CH3O][(ii)H+]2CH_3CH_2\overset{\underset{||}{O}}{C}OCH_3 \ce{->[(i)CH_3O^-][(ii)H^+]}
CH3CH2COβCCαH3HCOOCH3+CH3OHCH_3CH_2 \,\underset{\beta}{\overset{\underset{||}{O}}{C}} \underset{\overset{|\alpha}{C}H_3}{C}H\overset{\underset{||}{O}}{C}OCH_3 + CH_3OH
Mechanism
Step I

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Step II

Step III