Explain why the following reaction will not produce the alcohol product shown. NaOH OH (not formed) Cl is not a good leaving group, meaning it cannot be replaced by hydroxide. Tertiary alkyl halides do not react. Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an SN2 reaction. NaOH is not a strong enough nucleophile to initiate the reaction.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 17CTQ
icon
Related questions
Question

3

Explain why the following reaction will not produce the alcohol product shown.
NaOH
OH
(not formed)
Cl is not a good leaving group, meaning it cannot be replaced by hydroxide.
Tertiary alkyl halides do not react.
Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an SN2
reaction.
NaOH is not a strong enough nucleophile to initiate the reaction.
Transcribed Image Text:Explain why the following reaction will not produce the alcohol product shown. NaOH OH (not formed) Cl is not a good leaving group, meaning it cannot be replaced by hydroxide. Tertiary alkyl halides do not react. Steric hindrance at the tertiary halide prevents hydroxide from acting as a nucleophile in an SN2 reaction. NaOH is not a strong enough nucleophile to initiate the reaction.
Expert Solution
steps

Step by step

Solved in 2 steps

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning