試題詳解

14. Arrange the following substrates in order of their increasing S_N2 reactivity with NaCN: (I) 1-bromopentane, (II) 1-chloro-2,2-dimethylpentane, (III) 2-bromo-2-methylpentane, and (IV) 1-chloro-3,3-dimethylpentane.
(A) IV < II < I < III
(B) III < I < IV < II
(C) IV < II < III < I
(D) III < II < IV < I
(E) None of the above