Question

Question: Draw the products formed when each alkene is treated with O₃ followed by Zn, H₂O.

a.

b.

c.

Short answer

Answer

a.

b.

c.

Step-by-step solution

Oxidative cleavage

The term oxidative cleavage itself defines the reaction.

Oxidative-addition of oxygen, and cleavage- breaking of carbon-carbon double bond.

In oxidative cleavage, the σ and πbond of alkenes is cleaved, and two C=O (carbonyl bonds are formed).

Ozonolysis

Oxidative cleavage using ozone as an oxidizing agent is termed ozonolysis. It is a two-step mechanism where ozonide is formed in the first step, which is converted to carbonyl group using reagents Zn (in water)

Oxidative cleavage of compound

Depending on the R groups, aldehyde or ketone products are obtained.

a.

Oxidative cleavage- one aldehyde and one ketone product

b.

Oxidative cleavage- two aldehyde products

c.

Oxidative cleavage- two carbonyl bond formation