Assuming the mechanistic pathway for each of the following reactions is predominately S_N1,which of these alkyl halide syntheses is predicted to occur at the greatest rate? A)CH₃CH₂CH₂CH₂OH + HI $\to$ B)(CH₃)₂CHCH₂OH + HBr $\to$ C)CH₃CHOHCH₂CH₃ + HCl $\to$ D)CH₃CHOHCH₂CH₃ + HBr $\to$ E)(CH₃)₃COH + HI $\to$

Question

Quizplus · Accepted Answer

The rate of an SN1 reaction is influenced by the stability of the carbocation intermediate. Tertiary carbocations are more stable than secondary or primary ones, making reactions involving tertiary alkyl halides faster. Option E involves a tertiary alcohol, which upon protonation and loss of water, would form a tertiary carbocation, thus proceeding at the greatest rate among the given options.

Assuming the Mechanistic Pathway for Each of the Following Reactions →\to→

Assuming the Mechanistic Pathway for Each of the Following Reactions $\to$