Question

Question: What alkenes are formed when each alcohol is dehydrated with TsOH? Label the major product when a mixture results.

a.

b.

c.

d.

Short answer

Answer

a.

b.

c.

d.

Step-by-step solution

Step-by-Step SolutionStep 1: Alkenes 

Alkenes get subjected to several reactions, and one among them is the addition reaction. The incorporation of hydrogen halides into alkenes gives rise to alkyl halides as the product.

 Step 2: Reaction of alcohol with TsOH

Alcohol can be transformed into a good leaving group by the reagent TsOH. Tosylates are good leaving groups since their conjugate acid p-toulenesulfonic acid (TsOH) is a strong acid.

Treatment of each alcohol with TsOH

a. Alcohols get subjected to dehydration reaction in the presence of acid like TsOH to generate alkenes. The reaction is regioselective and can be given as:

The reaction of compound a with TsOH

b. The product formed by the dehydration of alcohol with compound b is given as

The reaction of compound b with TsOH

c. The product formed by the dehydration of compound c is given as:

The reaction of compound c with TsOH

d. The product formed by the dehydration of compound d is given as:

The reaction of compound d with TsOH