Reaction A, an E2 reaction with a strong, small, base: KOH, Br 1-propanol Reaction B, an E2 reaction with a strong, bulky base: KOC(CH3)3 HOC(CH3)3 Br and/or and/or
Reaction A, an E2 reaction with a strong, small, base: KOH, Br 1-propanol Reaction B, an E2 reaction with a strong, bulky base: KOC(CH3)3 HOC(CH3)3 Br and/or and/or
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 20.27P
Related questions
Question
Which
![organic substrate
2-bromo-2-methylbutane
2-bromo-2-methylbutane
2-methyl-2-butanol
Reaction A, an E2 reaction with a strong, small, base:
KOH,
1-propanol
Reaction B, an E2 reaction with a strong, bulky base:
KOC(CH3)3
HOC(CH3)3
reaction
BABC
с
Br
Br
reagent
potassium hydroxide in 1-propanol
potassium 1-butoxide in 2-methyl-2-butanol
phosphoric acid
and/or
and/or](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fcf76ebb0-a1fb-4e27-be44-e5f7107968b4%2Faea883dc-c482-4ac7-9c1c-97775b474044%2F34hka3o_processed.jpeg&w=3840&q=75)
Transcribed Image Text:organic substrate
2-bromo-2-methylbutane
2-bromo-2-methylbutane
2-methyl-2-butanol
Reaction A, an E2 reaction with a strong, small, base:
KOH,
1-propanol
Reaction B, an E2 reaction with a strong, bulky base:
KOC(CH3)3
HOC(CH3)3
reaction
BABC
с
Br
Br
reagent
potassium hydroxide in 1-propanol
potassium 1-butoxide in 2-methyl-2-butanol
phosphoric acid
and/or
and/or
![Reaction C, an acid catalyzed El reaction with a tertiary alcohol:
H3PO4
and/or
OH
For each of these reactions, make a prediction as to which alkene you expect to be the major product, and
which you expect to be the minor product.
The ratio of alkene products for each reaction will be determined using gas chromatography. The alkene
product with the lower boiling point should have the lower retention time. The gas chromatogram will](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fcf76ebb0-a1fb-4e27-be44-e5f7107968b4%2Faea883dc-c482-4ac7-9c1c-97775b474044%2Fj50gxsk_processed.jpeg&w=3840&q=75)
Transcribed Image Text:Reaction C, an acid catalyzed El reaction with a tertiary alcohol:
H3PO4
and/or
OH
For each of these reactions, make a prediction as to which alkene you expect to be the major product, and
which you expect to be the minor product.
The ratio of alkene products for each reaction will be determined using gas chromatography. The alkene
product with the lower boiling point should have the lower retention time. The gas chromatogram will
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