Why is there a difference in racemization for the two reactions even though they both include the leaving group being replaced by the same molecules?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 19AP
icon
Related questions
Question

Why is there a difference in racemization for the two reactions even though they both include the leaving group being replaced by the same molecules?

Optically active 2-bromobutane undergoes racemization on
treatment with a solution of(KBr but
optically active butan-2-ol does not racemize on treatment with
a solution of KØH. Explain why only the first reaction
undergoes racemizakio sroger nucleophile
fromme replaces
bronine, therefory
there ts no preference.
K-oH
Transcribed Image Text:Optically active 2-bromobutane undergoes racemization on treatment with a solution of(KBr but optically active butan-2-ol does not racemize on treatment with a solution of KØH. Explain why only the first reaction undergoes racemizakio sroger nucleophile fromme replaces bronine, therefory there ts no preference. K-oH
Expert Solution
steps

Step by step

Solved in 2 steps

Blurred answer
Knowledge Booster
Protection of Groups in Organic Synthesis
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning