The Wittig reaction involves coupling between a phosphonium ylide and a carbonyl-containing molecule. If a chemist wants to use the Wittig reaction to synthesize 3-methyl-3-hexene, which reactants should be used?

Question

Taryn Lambert

Chemistry

22 May, 02:20

The Wittig reaction involves coupling between a phosphonium ylide and a carbonyl-containing molecule. If a chemist wants to use the Wittig reaction to synthesize 3-methyl-3-hexene, which reactants should be used?

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Tomas Huber · Answer 1

ethyl methyl ketone and triphenyl (propylidene) phosphorane is used here to give the wittig reaction.

Explanation:

In wittig reaction, aldehyde and ketones are converted to alkenes in presence of ylide.

ylide attacks at carbonyl group resulting formation of a 4-memeberd intermediate. Then this 4-membered ring cleaves to give alkene.

Ylides used in wittig reaction are generally prepared from primary halides.

Preparation of ylides as well as reaction mechnism has been shown below.