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Chapter 22: Q22-5P (page 734)

Show how you might prepare 1-penten-3-one from 3-pentanone.

Short Answer

Expert verified

The compound 3-pentanone undergoes 伪-bromination with acetic acid and forms 伪-bromo ketone. Then the 伪-bromo ketone undergoes dehydration by pyridine and gives 1-penten-3-one.

Step by step solution

01

Sunthesis of 1-Penten-3-one

The compound 3-pentanone undergoes 伪-bromination with acetic acid and forms 伪-bromo ketone. Then the 伪-bromo ketone undergoes dehydration by pyridine and gives 1-penten-3-one.

02

Explanation of α-bromination

Reaction of halogen (such as bromine) in acetic acid with aldehyde and ketone is called 伪-bromination because in this reaction the 伪-hydrogen gets eliminate and the bromine takes its place.

03

Mechanism of the reaction

The mechanism of preparation of 1-Penten-3-one from 3-pentanone is

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