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
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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Question
![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](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5b3dddeb-f2ce-4bbd-8d31-f6e23a4a0a7a%2F0c1a842c-55e5-46e7-9274-55026e7e3e74%2Fsvql83g_processed.jpeg&w=3840&q=75)
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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