Question

Question: Draw the products formed when the following diene is treated with O₃followed by H₃CSCH₃ .

Short answer

Answer

Step-by-step solution

Oxidative cleavage of alkenes using  O3/CH3SCH3

The oxidative cleavage of alkenes, also known as ozonolysis, is done by treating them with ozone to form an unstable intermediate called molozonide.

This intermediate is then converted into ketone and aldehyde by treating it with dimethyl sulfide,CH₃SCH₃ .

The general reaction scheme is given below:

Oxidation cleavage of alkenes

Determination of product 

The skeletal structure of the given compound is as follows:

Skeletal structure

When this compound reacts with O₃/ H₃CSCH₃ , the product that is formed is given below:

Reductive oxidation withO₃/ H₃CSCH₃