Question

The alkene which gives 4,4-dimethylpentan-2-one on reductive ozonolysis is

• A.
• B.
• C.
• D.

Answer 1

The correct option is A

Ozonolysis of alkenes involves the addition of an ozone molecule to an alkene, to form an ozonide. Formed ozonide undergoes cleavage by $Zn/H_{2}O$ to give smaller oxidised product.
Compound (a) undergo ozonolysis to give formaldehyde and 4, 4-dimethyl pentan-2-one.

Mechanism of Ozonolysis:
Step 1: The double bond in the compound (a) attacks the ozone molecule $O_3$ to form a five membered ring like structure. Then the rearrangement take place to form a cyclic peroxide derivative called ozonide.

Step 2: Formed ozonide in presence of $Zn/H_{2}O$ gets reductively cleaved to form formaldehyde and 4, 4-dimethyl pentan-2-one.