Question

Which one of the following esters cannot
undergo Claisen self-condensation?
(a) CH₃ -CH₂ -CH₂ -CH₂ -COOC₂H₅
(b) C₆H₅COOC₂H₅
(c) C₆H₅CH₂COOC₂H₅
(d) C₆H11CH₂COOC₂H₅

Answer 1

Explanation:

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(d) C₆H11CH₂COOC₂H₅

Answer 2

(b) C₆H₅COOC₂H₅ cannot  undergo Claisen self-condensation.

Explanation:

• Claisen self-condensation is a coupling reaction in which carbon-carbon bond reaction.
• This reaction always takes place between two esters or one ester or one carbonyl compound in presence of strong base.
• The reaction results in β-keto ester or a β-diketone.
• During this reaction, the ester has active methylene group. But in the compound, C₆H₅COOC₂H₅ has no active methylene group or α-hydrogen atom. So, C₆H₅COOC₂H₅ does not undergo this reaction.