:0: :OH "OH Mechanism I :0: Mechanism I :0: + H,0 Mechanism III :OH Mechanism IV :0: :OH *: OH (a) Mechanism IV only

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
Problem 34MP
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Which of the following schemes is the best mechanism for the base-catalyzed conversion of 2-butanone to the enol tautomer shown below?
:0:
:OH
"OH
Mechanism I
Mechanism II
:0:
:OH
+ Hо
Mechanism III
:OH
Mechanism IV
:0:
:OH
*: OH
(a) Mechanism IV only
(b) Mechanism I only
(c) Mechanism II only
(d) Mechanism III only
(e) All of the above
Transcribed Image Text::0: :OH "OH Mechanism I Mechanism II :0: :OH + Hо Mechanism III :OH Mechanism IV :0: :OH *: OH (a) Mechanism IV only (b) Mechanism I only (c) Mechanism II only (d) Mechanism III only (e) All of the above
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