Chemical Forums

Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: JoeyBob on March 22, 2020, 08:00:16 PM

Title: Why is the enol more prominent pentane-2-4-dione?
Post by: JoeyBob on March 22, 2020, 08:00:16 PM

Usually the keto form is more prominent, like in acetaldehyde.

Title: Re: Why is the enol more prominent pentane-2-4-dione?
Post by: soap_dispenser 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.

Title: Re: Why is the enol more prominent pentane-2-4-dione?
Post by: Babcock_Hall on March 23, 2020, 08:39:18 AM

I would draw the molecule and think about intramolecular forces.

Title: Re: Why is the enol more prominent pentane-2-4-dione?
Post by: hollytara on March 23, 2020, 11:54:17 PM

and what effect having two carbonyls next to the enolizable position has!