April 19, 2024, 12:41:20 PM
Forum Rules: Read This Before Posting


Topic: Difference between sodium methoxide and sodium t-butoxide  (Read 9816 times)

0 Members and 1 Guest are viewing this topic.

Offline vhpk

  • Full Member
  • ****
  • Posts: 259
  • Mole Snacks: +12/-25
  • Gender: Male
Difference between sodium methoxide and sodium t-butoxide
« on: August 26, 2007, 06:17:25 AM »
What is the difference between the reactivity of 2 compounds
Sodium methoxide and sodium t-butoxide with 1-bromopropane
I think Sodium methoxide take part in subsutition and sodium t-butoxide take part in elemination reaction ???

[edit: changed title to be more descriptive -Yggdrasil]
« Last Edit: August 27, 2007, 12:44:22 AM by Yggdrasil »
Genius is a long patience

Offline Redsea

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-1
Re: Difference
« Reply #1 on: August 26, 2007, 11:07:53 AM »
I think that's true

Offline Yggdrasil

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 3215
  • Mole Snacks: +485/-21
  • Gender: Male
  • Physical Biochemist
Re: Difference
« Reply #2 on: August 26, 2007, 04:00:42 PM »
I agree, but do yo know the reason why?

Offline vhpk

  • Full Member
  • ****
  • Posts: 259
  • Mole Snacks: +12/-25
  • Gender: Male
Re: Difference
« Reply #3 on: August 27, 2007, 12:10:48 AM »
I don't know, maybe because of the structure, the base property of sodium t-butoxide is stronger, so it is more suitable for elemination reaction, is that true ???
Genius is a long patience

Offline Yggdrasil

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 3215
  • Mole Snacks: +485/-21
  • Gender: Male
  • Physical Biochemist
Re: Difference
« Reply #4 on: August 27, 2007, 12:42:58 AM »
The answer has to do with sterics.  t-butoxide is a very bulky and has trouble acting as a nucleophile in substitution reactions.  Protons, however, are more easily accessible, so it tends to act as a base instead and to promote elimination.

Sponsored Links