(R)-Pulegone is converted to (R)-citronellic acid by addition of HCI followed by treatment with NaOH. CI 1. NAOH 2. HCI HCI HO (R)-Pulegone (R)-Citronellic acid Propose a mechanism for each step in this transformation and account for the regiose- lectivity of HCI addition.
(R)-Pulegone is converted to (R)-citronellic acid by addition of HCI followed by treatment with NaOH. CI 1. NAOH 2. HCI HCI HO (R)-Pulegone (R)-Citronellic acid Propose a mechanism for each step in this transformation and account for the regiose- lectivity of HCI addition.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
Section: Chapter Questions
Problem 18E
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Question
![(R)-Pulegone is converted to (R)-citronellic acid by addition of HCI followed by treatment
with NaOH.
CI
1. NAOH
2. HCI
HCI
HO
(R)-Pulegone
(R)-Citronellic acid
Propose a mechanism for each step in this transformation and account for the regiose-
lectivity of HCI addition.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5531c2da-69a1-4cd0-aa19-d161b0bbe735%2F8e930ead-e08a-4a58-8d11-2725966cdfc0%2F1syu1ic.jpeg&w=3840&q=75)
Transcribed Image Text:(R)-Pulegone is converted to (R)-citronellic acid by addition of HCI followed by treatment
with NaOH.
CI
1. NAOH
2. HCI
HCI
HO
(R)-Pulegone
(R)-Citronellic acid
Propose a mechanism for each step in this transformation and account for the regiose-
lectivity of HCI addition.
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