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Question

Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

Conversion of benzaldehyde to 3-phenyl-prop-2-en-1-oic acid is:

A

Perkin condensation

B

Claisen condensation

C

Oxidative addition

D

Aldol condensation

Answer

Perkin condensation

Explanation

Solution

(i) Benzaldehyde does not undergo aldol condensation as it does not have a-hydrogen atom.
(ii) Perkin condensation
C6H5CHObenzaldehyde+(CH3CO)2OaceticanhydrideH2O,ΔCH3COONa\underset{\text{benzaldehyde}}{\mathop{{{C}_{6}}{{H}_{5}}CHO}}\,\,+\,\underset{\text{acetic}\,\text{anhydride}}{\mathop{{{(C{{H}_{3}}CO)}_{2}}O}}\,\xrightarrow[-{{H}_{2}}O,\Delta ]{C{{H}_{3}}COONa}
C6H5CH=CHCOOH+CH3COOH3phenylprop2en1oicacid\underset{3-\text{phenyl}\,\text{prop}\,2-\text{en}\,-1\,\text{oic}\,\text{acid}}{\mathop{{{C}_{6}}{{H}_{5}}CH=CHCOOH+C{{H}_{3}}COOH}}\,