Question

Synthesize each compound from cyclohexanol, ethanol, and any other needed reagents.

a.

b.

c.

d.

e.

Short answer

The given products can be synthesized through the following method:

a.

b.

c.

d.

e.

Step-by-step solution

Use of PCC

PCC is a strong oxidizing agent that oxidizes primary alcohols into aldehydes and secondary alcohols into ketones.

Use of  PBr3

${\mathrm{PBr}}_3$ is a brominating agent that converts an -OH group into a -Br group.

Use of  SOCl2

${\mathrm{SOCI}}_2$is a chlorinating agent that converts an -OH group into a –Clgroup.

Use of Mg

Mg gets inserted into the carbon-halogen bond to form the organomagnesium reagent known as a Grignard reagent.They are useful for many nucleophilic attacks, such as opening of the epoxide ring to form alcohols.

The synthesis of compound a. is shown below:

Synthesis of a.

The synthesis of compound b is shown below:

Synthesis of b.

The synthesis of compound c. is shown below:

Synthesis of c

The synthesis of compound d. is shown below:

Synthesis of d.

The synthesis of compound e. is shown below:

Synthesis of e.