July 07, 2024, 05:54:37 AM
Forum Rules: Read This Before Posting


Topic: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?  (Read 2156 times)

0 Members and 2 Guests are viewing this topic.

Offline curiouscat

  • Chemist
  • Sr. Member
  • *
  • Posts: 3006
  • Mole Snacks: +121/-35
[*]C(Cl)C(O)[*]>>[*]C1OC1[*]

This class of reactions seems commonly carried out with NaOH or KOH and less commonly Ca(OH)2.

I was wondering what'd the kinetics look like? More specifically would [Na+] / [Ca+2]  etc. be more relevant or [OH-]?
Or both? Any ideas how to approach this?

Maybe the question only makes sense for the sparingly soluble bases; eg. Ca(OH)2?

PS. Chirality unintended in my drawing.

Offline Hunter2

  • Sr. Member
  • *****
  • Posts: 2236
  • Mole Snacks: +180/-49
  • Gender: Male
  • Vena Lausa moris pax drux bis totis
Re: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?
« Reply #1 on: January 22, 2013, 06:25:36 AM »
The OH- is the agent what is necessary. It is an intramolecular Sn2 reaction.

http://en.wikipedia.org/wiki/Epoxide

Offline curiouscat

  • Chemist
  • Sr. Member
  • *
  • Posts: 3006
  • Mole Snacks: +121/-35
Re: Reactions with Base BOH: Is [B+] or [OH-] more relevant for kinetics?
« Reply #2 on: January 22, 2013, 06:37:59 AM »
The OH- is the agent what is necessary. It is an intramolecular Sn2 reaction.

http://en.wikipedia.org/wiki/Epoxide

Thanks! I didn't realize the SN2 part.

I guess I'll use this model then:

Rate = k[Halohydrin][OH-]


Sponsored Links