Question Detail

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

Question

Why does the reaction CH3-Br + OH- → CH3-OH + Br- not work well with tertiary alkyl halides?
Options
A Tertiary halides are more stable
B SN2 is hindered by steric bulk
C Tertiary halides undergo elimination instead
D Both B and C
Correct Answer
Correct Answer

Option D is the correct answer.

Detailed Explanation

Tertiary halides are sterically hindered for SN2, and the strong base OH- can cause elimination (E2) to form alkenes.

Hint

Bulky groups block backside attack.

Question Info