(ii) Which compound (A or B) will be the major product in this reaction? Give a reason for your answer.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter23: Carbonyl Condensation Reactions
Section23.SE: Something Extra
Problem 51AP
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ii ONLY

The intramolecular Aldol condensation of 2,6-heptanedione with base may produces two possible
B-hydroxyl ketones as shown in the following reaction pathway.
CH,
(1) OH
CH,
(A) 3-Methyl-2-cyclohexenone
.CH,
CH,
(2) OH
CH,
2,6-Heptanedione
(B) Methyl(2-methyl-1-cyclobutenyl)ketone
(i)
Write detailed mechanisms for both the reactions (1) and (2).
(ii)
Which compound (A or B) will be the major product in this reaction? Give a reason for
your answer.
Transcribed Image Text:The intramolecular Aldol condensation of 2,6-heptanedione with base may produces two possible B-hydroxyl ketones as shown in the following reaction pathway. CH, (1) OH CH, (A) 3-Methyl-2-cyclohexenone .CH, CH, (2) OH CH, 2,6-Heptanedione (B) Methyl(2-methyl-1-cyclobutenyl)ketone (i) Write detailed mechanisms for both the reactions (1) and (2). (ii) Which compound (A or B) will be the major product in this reaction? Give a reason for your answer.
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