This is a tale about Algernon the Organic Chemist. In his laboratory one night, Algernon attempted to prepare an alcohol, 3-methyl-2- butanol (shown below) by the acid-catalyzed hydration of 3-methyl-1-butene. Well, guess what? His reaction made an alcohol in high yield, but it was NOT the alcohol he was trying to make. What alcohol did he make instead? [HINT: Mechanistically, a carbocation is formed. When a carbocation is especially unstable, what will it always try to do first? ] OH 3-methyl-2-butanol Select one: A. II B. I O C. IV D. III III НО OH H₂ö: 11 IV ? OH Ť OH
This is a tale about Algernon the Organic Chemist. In his laboratory one night, Algernon attempted to prepare an alcohol, 3-methyl-2- butanol (shown below) by the acid-catalyzed hydration of 3-methyl-1-butene. Well, guess what? His reaction made an alcohol in high yield, but it was NOT the alcohol he was trying to make. What alcohol did he make instead? [HINT: Mechanistically, a carbocation is formed. When a carbocation is especially unstable, what will it always try to do first? ] OH 3-methyl-2-butanol Select one: A. II B. I O C. IV D. III III НО OH H₂ö: 11 IV ? OH Ť OH
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
Chapter17: Carboxylic Acids
Section: Chapter Questions
Problem 17.44P
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Question 26
![This is a tale about Algernon the Organic
Chemist. In his laboratory one night, Algernon
attempted to prepare an alcohol, 3-methyl-2-
butanol (shown below) by the acid-catalyzed
hydration of 3-methyl-1-butene. Well, guess
what? His reaction made an alcohol in high
yield, but it was NOT the alcohol he was trying
to make.
What alcohol did he make instead?
[HINT: Mechanistically, a carbocation is
formed. When a carbocation is especially
unstable, what will it always try to do first? ]
OH
3-methyl-2-butanol
Select one:
A. II
B. I
C. IV
D. III
III НО
OH
H₂ö:
11
IV
?
OH
OH](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc507740a-4b11-4f05-8b0d-86ad37f873ed%2F2ce5beb0-6265-487b-abb6-d85ec29c7f4d%2Fnsyikfs_processed.jpeg&w=3840&q=75)
Transcribed Image Text:This is a tale about Algernon the Organic
Chemist. In his laboratory one night, Algernon
attempted to prepare an alcohol, 3-methyl-2-
butanol (shown below) by the acid-catalyzed
hydration of 3-methyl-1-butene. Well, guess
what? His reaction made an alcohol in high
yield, but it was NOT the alcohol he was trying
to make.
What alcohol did he make instead?
[HINT: Mechanistically, a carbocation is
formed. When a carbocation is especially
unstable, what will it always try to do first? ]
OH
3-methyl-2-butanol
Select one:
A. II
B. I
C. IV
D. III
III НО
OH
H₂ö:
11
IV
?
OH
OH
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