C4H9Cl were treated at the same temperature with equal volume of 0.1 molar and 0.2 molar solutions of NaOH respectively.

Question

In two separate experiments equal quantities of an alkyl halide, C₄H₉Cl were treated at the same temperature with equal volume of 0.1 molar and 0.2 molar solutions of NaOH respectively. In the two experiments, the times taken for the reaction of exactly 50% of the alkyl halide were the same. The most likely structure of halide is:– 

( a ) CH₃CH₂CH₂CH₂Cl 

(b) CH₃CH(Cl)CH₂CH₃ 

( c ) (CH₃)₂CHCH₂Cl 

(d) (CH₃)₃CCl

Answer 1

Correct Option is (d) i.e  (CH₃)₃CCl

As we already mentioned that hydrolysis of 3º alkyl halide is independent of nucleophilic concentration.