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:

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phenylacetaldehyde

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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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Similar questions

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

Q. (A) Tert butyl methyl ether is not prepared by the reaction of tert butyl bromide with sodium methoxide.
(R) Sodium methoxide is a strong nucleophile.

Q. Assertion :t-butyl methyl ether is not prepared by the reaction of r-butyl bromide with sodium methoxide. Reason: Sodium methoxide is a strong nucleophile.

Q. Primary alkyl halide

C_{4} H_{9} B r

(a) reacted with alcoholic KOH to give compound (b). Compound (b) is reacted with

H B r

to give (c) which is an isomer of (a). When (a) is reacted with sodium metal it gives compound (d),

C_{8} H_{18}

which is different from the compound formed when n-butyl bromide is reacted with sodium. Give the structural formula of (a) and write the equations for all the reactions.

Q. Acetyl bromide reacts with excess of

C H_{3} M g I

followed by treatment with a saturated solution of

N H_{4} C 1

gives:

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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:

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.

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:

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.