April 03, 2020, 07:58:02 PM
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Topic: Why is the enol more prominent pentane-2-4-dione?  (Read 168 times)

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Offline JoeyBob

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Why is the enol more prominent pentane-2-4-dione?
« on: March 22, 2020, 08:00:16 PM »
Usually the keto form is more prominent, like in acetaldehyde.

Offline soap_dispenser

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Re: Why is the enol more prominent pentane-2-4-dione?
« Reply #1 on: March 23, 2020, 06:33:33 AM »
It might be that the enol form in 1,3 diketone gives extended conjugation whereas the ketone form does not.

Offline Babcock_Hall

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Re: Why is the enol more prominent pentane-2-4-dione?
« Reply #2 on: March 23, 2020, 08:39:18 AM »
I would draw the molecule and think about intramolecular forces.

Offline hollytara

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Re: Why is the enol more prominent pentane-2-4-dione?
« Reply #3 on: March 23, 2020, 11:54:17 PM »
and what effect having two carbonyls next to the enolizable position has!

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