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Question

Benzyl bromide, on treatment with a nucleophile - triphenylphosphine, is then made to react with b-Butyl lithium - a strong base to give a yhosphorus ylid.
Which of the following would yield the hydrocarbon:


A

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B

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C

phenylacetaldehyde

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D

None of the above

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Solution

The correct option is B


The first part - the question statement generates an ylid (phosphorus).
This can olefinate (make an alkene) the carbonyl carbon, replacing the double bond with O
with a double bond with carbon.


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