Question

An organic compound (A) $\left[C_4{H}_{9}Cl\right]$ on reaction with $Na/ether$ gives a hydrocarbon which on monochlorination gives only one chloro derivative. Then (A) is:

• A. t-butyl chloride
• B. Sec-butyl chloride
• C. Isobutyl chloride
• D. n-butyl chloride

Answer 1

The correct option is A t-butyl chloride

Compound A, after Wurtz reaction will produce hydrocarbon with formula $C_8{H}_{18}$. Since the hydrocarbon produced gives only one monochlorinated product, the hydrocarbon must contain only equivalent hydrogens.