December 26, 2024, 11:01:56 AM
Forum Rules: Read This Before Posting


Topic: Oxidation of 3-carene  (Read 1853 times)

0 Members and 1 Guest are viewing this topic.

Offline Kogelbauer

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
Oxidation of 3-carene
« on: February 25, 2013, 06:00:02 PM »
Hi all

I have this question about the oxidation of 3-carene to 3-carene-5-one using Cr/pyridine as a catalyst. The question asks why a ratio of 2:1 pyridine to CrCl3 is best and then to draw two possible catalytic intermediates that may participate in the reaction

Thanks for any help :)

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 5715
  • Mole Snacks: +331/-24
Re: Oxidation of 3-carene
« Reply #1 on: February 26, 2013, 09:42:42 AM »
According to forum rules, you must show your attempt first, before we can help you.

Offline Kogelbauer

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
Re: Oxidation of 3-carene
« Reply #2 on: February 26, 2013, 12:43:33 PM »
Well a ratio of 2:1 could mean that each pyridine molecule takes a H off 3-carene, however the N does not have any lone pairs of electrons to do this with.

One of the three Cl-'s could take a H off a carbon of 3-carene, but that does not suggest why a ratio of 2:1 is most effective

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Oxidation of 3-carene
« Reply #3 on: February 26, 2013, 01:10:31 PM »
Pyridine most certainly forms a complex with CrCl3, probably CrCl3Pyx. I'm not sure how many Py's are in the complex probably 3.
This most certainly modifies the behaviour of the reagent in this oxidation, making it more selective or preventing over oxidation.
It's akin to using modified borohydrides or aluminium hydrides to make the reduction more selective and prevent over reduction.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Sponsored Links