Question Detail

CHM 102 Synthesis and Reactions of Alcohols & Phenols | General Organic Chemistry Objective Question

Question

Which of the following alcohols would react fastest with HBr (SN1 mechanism)?
Options
A 1-butanol
B 2-butanol
C 2-methyl-2-propanol
Correct Answer
D methanol
Correct Answer

Option C is the correct answer.

Detailed Explanation

2-methyl-2-propanol is a tertiary alcohol that forms a stable tertiary carbocation, reacting fastest via SN1.

Hint

Carbocation stability: 3° > 2° > 1° > methyl.

Question Info