Question

The major monochlorination product that forms upon treatment of $1,1,2-$ trimethyl cyclopentane with $C{l}_2/hv$ is:

• A. 2-Chloro-1,1,2-trimethyl cyclopentane
• B. 1-Chloro-2,2,3-trimethyl cyclopentane
• C. 1-Chloro-2,3,3-trimethyl cyclopentane
• D. 1-Chloro-1,2,2-trimethyl cyclopentane

Answer 1

The correct option is D 1-Chloro-1,2,2-trimethyl cyclopentane

Reaction of $C{l}_2$ in presence of sunlight with alkane follows radical mechanism. Free radical is most stable at tertiary carbon so treatment of 1,1,2-trimethyl cyclopentane will give 1-chloro-1,2,2-trimethyl cyclopentane as major product.