CI -OH

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
ISBN:9781305960060
Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter18: Lipids
Section: Chapter Questions
Problem 18.17E
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Draw all products, including stereoisomers, in attached reaction.

CI
-OH
Transcribed Image Text:CI -OH
Expert Solution
Step 1

The given alkyl halide is (R)-2-chlorohexane. It is a secondary alkyl halide.

Hydroxide ion acts as a strong base and strong nucleophile. So, the secondary alcohol reacts with hydroxide ion to form a mixture of SN2 and E2 products.

Substitution product:

(R)-2-chlorohexane undergoes SN2 reaction to form (S)-hexan-2-ol.

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