April 24, 2024, 04:57:55 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Diazonium question  (Read 2389 times)

0 Members and 1 Guest are viewing this topic.

Offline zsinger

  • Full Member
  • ****
  • Posts: 374
  • Mole Snacks: +18/-60
  • Gender: Male
  • Graduate Chemist
Diazonium question
« on: July 26, 2014, 01:59:41 PM »
All,
Why is F- particularly hard to attach to the aryl diazonium chloride ring without BF4 and an acidic workup step?  I- same thing?
         -Zack
Logged
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Diazonium question
« Reply #1 on: July 26, 2014, 02:03:43 PM »
This is the Schiemann reaction. I don't think the mechanism is really well known.
http://www.organic-chemistry.org/namedreactions/balz-schiemann-reaction.shtm

Take from this what you will.

But it does work and quite well.
Logged
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline zsinger

  • Full Member
  • ****
  • Posts: 374
  • Mole Snacks: +18/-60
  • Gender: Male
  • Graduate Chemist
Re: Diazonium question
« Reply #2 on: July 27, 2014, 09:25:46 AM »
Perhaps BF4- acts as a " delivery agent".
Logged
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Diazonium question
« Reply #3 on: July 27, 2014, 11:25:01 AM »
Could be. The proposed mechanism on the wiki page seems a bit strange.
Logged
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline zsinger

  • Full Member
  • ****
  • Posts: 374
  • Mole Snacks: +18/-60
  • Gender: Male
  • Graduate Chemist
Re: Diazonium question
« Reply #4 on: July 27, 2014, 02:55:49 PM »
(Or lack thereof) :)
      -Z
Logged
"The answer is of zero significance if one cannot distinctly arrive at said place with an explanation"
Pages: [1]   Go Up
« previous next »
Sponsored Links