Question Detail
Question
Which of the following compounds will undergo an SN2 reaction most readily?
Correct Answer
Option D is the correct answer.
Detailed Explanation
SN2 reactions are favored by primary alkyl halides with unhindered carbon centers. (CH3)2CHCH2CH2CH2I is a primary alkyl iodide (least hindered). (CH3)3CCH2I is primary but neopentyl-like and hindered. (CH3)3CCl is tertiary (favors SN1), and (CH3)2CHI is secondary.
Hint
Which compound is a primary alkyl iodide with minimal steric hindrance?