СНо -OH "СНО H20 6-oxoheptanal 1-acetylcyclopentene major product

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter22: Carbonyl Alpha-substitution Reactions
Section22.SE: Something Extra
Problem 27MP
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In theory, the intramolecular aldol reaction of 6-oxoheptanal could yield the three compounds shown. It turns out, though, that 1-acetylcyclopentene is by far the major product. Why are the other two compounds formed in only minor amounts? Draw a stepwise mechanism to show how all three products are formed.

СНо
-OH
"СНО
H20
6-oxoheptanal
1-acetylcyclopentene
major product
Transcribed Image Text:СНо -OH "СНО H20 6-oxoheptanal 1-acetylcyclopentene major product
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