Chapter23: Carbonyl Condensation Reactions
Section23.3: Dehydration Of Aldol Products: Synthesis Of Enones
Problem 4P
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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.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F94bf5148-2736-4275-bd92-ea3e4c78a0da%2Ff45dc960-74bf-4e8a-9e01-d8451758c4c5%2F2di8d0d_processed.png&w=3840&q=75)
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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