Question

An organic compound A (C\(_4\)H\(_9\)Cl) on reaction with Na/diethyl ether gives a hydrocarbon which on monochlorination gives only one chloro derivative. Then A is:

• A. tert-butyl chloride
• B. sec-butyl chloride
• C. isobutyl chloride
• D. n-butyl chloride

Hint:

Highly symmetrical alkanes give only one type of monosubstitution product.

Answer 1

The Correct Option is A

Step 1: With Na/dry ether, A undergoes Wurtz reaction to form a hydrocarbon.
Step 2: tert-Butyl chloride forms neopentane (2,2-dimethylpropane).
Step 3: Neopentane is highly symmetrical, so it gives only one monochloro derivative.