79 3. Complete the following reaction and write a mechanism for both the substitution and elimination products (both substitution and elimination products occur simultaneously). Discuss all criteria including stereochemistry when a chiral secondary primary alkyl halide with (S) configuration reacts with methanol a weak nucleophile. Draw energy profile for this reaction. (4 points) CH2CH3 CH₂O-Na+ + Br H3C (S) no 1999b 02.907 90 +20110

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.50P
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79
3. Complete the following reaction and write a mechanism for both the substitution and
elimination products (both substitution and elimination products occur simultaneously).
Discuss all criteria including stereochemistry when a chiral secondary primary alkyl halide
with (S) configuration reacts with methanol a weak nucleophile. Draw energy profile for this
reaction.
(4 points)
CH2CH3
CH₂O-Na+
+
Br
H3C
(S)
no
1999b
02.907 90
+20110
Transcribed Image Text:79 3. Complete the following reaction and write a mechanism for both the substitution and elimination products (both substitution and elimination products occur simultaneously). Discuss all criteria including stereochemistry when a chiral secondary primary alkyl halide with (S) configuration reacts with methanol a weak nucleophile. Draw energy profile for this reaction. (4 points) CH2CH3 CH₂O-Na+ + Br H3C (S) no 1999b 02.907 90 +20110
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