April 29, 2024, 10:16:53 AM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: rate of SN2 reaction  (Read 4674 times)

0 Members and 1 Guest are viewing this topic.

Offline firzzy87

  • Regular Member
  • ***
  • Posts: 53
  • Mole Snacks: +2/-13
  • I'm a mole!
rate of SN2 reaction
« on: May 24, 2006, 02:03:53 AM »
how does protic solvent effect the rate of SN2 reaction  :-*
Logged

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: rate of SN2 reaction
« Reply #1 on: May 24, 2006, 06:40:03 AM »
Consider the solvation of the incoming nucleophile. Is it better solvated in a protic or aprotic solvent? In that case, in which solvent is it more nucleophilic? So in which solvent will SN2 be faster?
Logged
My research: Google Scholar and Researchgate

Offline Donaldson Tan

  • Editor, New Asia Republic
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 3177
  • Mole Snacks: +261/-13
  • Gender: Male
    • New Asia Republic
Re: rate of SN2 reaction
« Reply #2 on: May 24, 2006, 07:17:51 PM »
The SN2 mechanism is dependent on nucleophilic strength.

Nucleophile tends to be negatively charged, so which type of solvent molecules will be attracted to the nucleophile? If the nucleophile is heavily solvated, will the reaction kinetics changed?
Logged
"Say you're in a [chemical] plant and there's a snake on the floor. What are you going to do? Call a consultant? Get a meeting together to talk about which color is the snake? Employees should do one thing: walk over there and you step on the friggin� snake." - Jean-Pierre Garnier, CEO of Glaxosmithkline, June 2006

Offline wereworm73

  • Chemist
  • Full Member
  • *
  • Posts: 179
  • Mole Snacks: +21/-4
Re: rate of SN2 reaction
« Reply #3 on: May 24, 2006, 08:23:09 PM »
Also, if the protic solvent is acidic enough, it can prevent SN2 reactions by protonating basic nucleophiles.  Hydroxide and alkoxides, for instance, are strong nucleophiles, but water and alcohols are only weakly nucleophilic.
Logged

Offline firzzy87

  • Regular Member
  • ***
  • Posts: 53
  • Mole Snacks: +2/-13
  • I'm a mole!
Re: rate of SN2 reaction
« Reply #4 on: May 25, 2006, 02:02:56 AM »
ermm.. thanks ..  :D
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links