November 27, 2024, 11:41:42 PM
Forum Rules: Read This Before Posting


Topic: Tetrazole a good nucleophile?  (Read 3065 times)

0 Members and 1 Guest are viewing this topic.

Offline Nescafe

  • Full Member
  • ****
  • Posts: 346
  • Mole Snacks: +7/-11
Tetrazole a good nucleophile?
« on: September 17, 2012, 09:27:09 PM »
Hi,

I am guessing not really since the negative charge is delocalized but I have seen it being nucleophilic. It is easy to deprotonate (pKa ~ 5). The reason I bring it up is because i would like to use it in a SN2 reaction and I am not sure how well it will do :S

Cheers,

Nescafe.

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Tetrazole a good nucleophile?
« Reply #1 on: September 17, 2012, 11:07:51 PM »
The alkali metal salts of tetrazole are good nucleophiles. Watch out though. Depending upon your tetrazole substitution the salt may be explosive. So don't isolate it keep it in solution.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Sponsored Links