Question

Which compound undergo hydrolysis by sn1 mechanism the fastest?

Answer 1

Answer:

(I), i.e. 2-chloro-2-methylpropane, undergoes faster SN1 reaction than (II) i.e., 3-chloropentane. The alkyl halide (I) is 2° while (II) is 1°. 2° carbocation is more stable than 1° carbocation. Therefore, (I), 2-chloroheptane, undergoes faster SN1 reaction than (II), 1-chlorohexane.