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Chapter 10: Q10-25E-f (page 308)

How would you prepare the following compounds, starting with cyclopentene and any other reagents needed? (f) 1,3-Cyclopentadiene.

Short Answer

Expert verified

1,3-Cyclopentadiene can be formed in the following way:

Step by step solution

01

Bromination

It means substitution of one hydrogen from the reactant, so that bromine atom can be added there.

02

Alkyl halide

Alkyl halides are also known as haloalkanes or halogenoalkanes. They contains one or more halogen substituents i.e. –Br, -Cl,-I,-F.

03

Preparation of cyclopentanol

The desired product 1,3-cyclopentadiene can be prepared by bromination of cyclopantene, 3-bromocyclopantene is formed, which is then debrominated to form the desired product.

The reaction is as follows:

Bromination of 3-bromocyclopantene


Preparation of 1,3-cyclobutadiene

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Most popular questions from this chapter

How would you prepare the following compounds, starting with cyclopentene and any other reagents needed? (c) 3-Bromocyclopentene.

Draw structures corresponding to the following IUPAC names: (c) 3-Bromo-3-ethylpentane.

In light of the fact that tertiary alkyl halides undergo spontaneous dissociation to yield a carbocation plus halide ion (see Problem 10-45), propose a mechanism for the following reaction.

Give IUPAC names for the following alkyl halide (c):

What product would you expect from the reaction of 1-phenyl-2-butene with NBS? Explain.

1-phenyl 2-butene
See all solutions

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