Q10-25E-e - Organic Chemistry (Mcmurry)

Question

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

Step-by-Step Solution

Answer

Cyclopentylcyclopentane can be formed in the following way:

Step-by-step solution Step 1: Bromination of cyclopantene

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

The reaction is as follows:

Step 2: Reduction

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

Bromo cyclopentane is reduced to cyclopentyl lithium, in presence of lithium and pentane.

The reaction is as follows:

Step 3: Preparation of cyclopentylcyclopentane

The desired product cyclopentylcyclopentane can be prepared in following way:

The overall reaction is:

Preparation of cyclopentylcyclopentane