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

How would you prepare the following compounds, starting with cyclopentene and any other reagents needed? (b) Methylcyclopentane.

Short Answer

Expert verified

Methylcyclopentane can be formed in the following way:

Step by step solution

01

Step-by-step solutionStep 1: Chlorination

It means substitution of one hydrogen from the reactant, so that halogen 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 methylcyclopentane

The desired product methylcyclopentane can be prepared by brominating cyclopantene and then reducing bromocyclopantane to methylcyclopentane.

The reaction is as follows:

Preparation of methylcyclopentane

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Most popular questions from this chapter

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

(b)

A chemist requires a large amount of 1-bromo-2-pentene as starting material for synthesis and decides to carry out an NBS allylic bromination reaction. What is wrong with the following synthesis plan? What side products would form in addition to the desired product?

What products would you expect from reaction of the following alkenes with NBS? If more than one product is formed, show the structures of all.

Predict the product and provide the entire catalytic cycle for theSuzuki–Miyaura reactions below.

Alkyl halides can be reduced to alkanes by a radical reaction with tributyltinhydride, (C4H9)3SnH in the presence of light (hv). Propose aradical chain mechanism by which the reaction might occur. The initiationstep is the light-induced homolytic cleavage of the Sn-H bondto yield a tributyltin radical.

R-X+(C4H9)3SnH→hvR-H+(C4H9)3SnX
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