November 26, 2024, 05:32:13 PM
Forum Rules: Read This Before Posting


Topic: Why is the enol more prominent pentane-2-4-dione?  (Read 1137 times)

0 Members and 1 Guest are viewing this topic.

Offline JoeyBob

  • Regular Member
  • ***
  • Posts: 51
  • Mole Snacks: +0/-0
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

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
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

  • Chemist
  • Sr. Member
  • *
  • Posts: 5707
  • Mole Snacks: +330/-24
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

  • Chemist
  • Full Member
  • *
  • Posts: 317
  • Mole Snacks: +39/-0
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!

Sponsored Links