9.63 For each of the following reactions, provide a complete, detailed mechanism and predict the products, including stereochemistry where appropriate. Determine whether the reaction will yield exclusively one product or a mixture of products. For each reaction that yields a mixture, determine which is the major product. (a) (S)-3-Chlorooctane CH;CH,OK (b) CH;CH,OK ? CH;CH,OH (c) conc H3PO4 ? (S)-3-Methyl-3-chlorooctane ОН DMSO A (d) CI (e) (f) (CH3);CONA ? NaN3 OMs ? Ethanol TfO DMF CH3CH2OH

9.63 For each of the following reactions, provide a complete, detailed mechanism and predict the products, including stereochemistry where appropriate. Determine whether the reaction will yield exclusively one product or a mixture of products. For each reaction that yields a mixture, determine which is the major product. (a) (S)-3-Chlorooctane CH;CH,OK (b) CH;CH,OK ? CH;CH,OH (c) conc H3PO4 ? (S)-3-Methyl-3-chlorooctane ОН DMSO A (d) CI (e) (f) (CH3);CONA ? NaN3 OMs ? Ethanol TfO DMF CH3CH2OH

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

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9.63 For each of the following reactions, provide a complete, detailed mechanism and predict the products, including
stereochemistry where appropriate. Determine whether the reaction will yield exclusively one product or a mixture of
products. For each reaction that yields a mixture, determine which is the major product.
(a)
(S)-3-Chlorooctane
CH;CH,OK
(b)
CH;CH,OK
?
CH;CH,OH
(c)
conc H3PO4
?
(S)-3-Methyl-3-chlorooctane
ОН
DMSO
A
(d)
CI
(e)
(f)
(CH3);CONA
?
NaN3
OMs
?
Ethanol
TfO
DMF
CH3CH2OH

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