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Chapter 23: Q48E (page 783)

Which of the following compounds would you expect to undergo aldol self-condensation? Show the product of each successful reaction.

(a) Trimethyl acetaldehyde

(b) Cyclobutanone

(c) Benzophenone (diphenyl ketone)

(d) 3-Pentanone

(e) Decanal

(f) 3-Phenyl-2-propenal

Short Answer

Expert verified

Aldol condensation occurs in those aldehydes and ketones which have acidic饾泜-hydrogen and on treatment with a base it gives饾泝-hydroxy aldehydes and ketones.

Step by step solution

01

(a)Trimethyl acetaldehyde 

Since it does not contain 饾泜-hydrogen therefore this compound does not give an aldol self-condensation reaction.

02

(b) Cyclobutanone

03

(c) Benzophenone (diphenyl ketone)      

Since the Benzophenone does not contain饾泜-hydrogen therefore this compound does not give an aldol self-condensation reaction.

04

(d) 3-Pentanone

05

(e) Decanal                                                          

06

(f) 3-Phenyl-2-propenal

3-Phenyl-2-propenal does not undergo aldol self-condensation since its饾泜-hydrogen is not acidic.

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