November 01, 2024, 07:37:17 AM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Cyclization of diamine with aldehyde  (Read 3858 times)

0 Members and 3 Guests are viewing this topic.

Offline Rutherford

  • Sr. Member
  • *****
  • Posts: 1868
  • Mole Snacks: +60/-29
  • Gender: Male
Cyclization of diamine with aldehyde
« on: July 04, 2013, 09:47:03 AM »
I don't understand why is the second -NHMe in the picture, at first below and then above the plane. Can someone explain me what actually happened there and why? The mechanism is attached.
Logged

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Cyclization of diamine with aldehyde
« Reply #1 on: July 04, 2013, 09:59:22 AM »
Well if the amine remained below the plane it could not form the C-N bond with elimination of water. So the bond rotates to bring the amine above the plane and hence reaction occurs.
Logged
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline Rutherford

  • Sr. Member
  • *****
  • Posts: 1868
  • Mole Snacks: +60/-29
  • Gender: Male
Re: Cyclization of diamine with aldehyde
« Reply #2 on: July 04, 2013, 10:06:50 AM »
Why it couldn't if the first one could?
Logged

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Cyclization of diamine with aldehyde
« Reply #3 on: July 04, 2013, 10:52:31 AM »
Either one can react first, the second will then undergo the rotation and cyclisation.
Logged
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline Rutherford

  • Sr. Member
  • *****
  • Posts: 1868
  • Mole Snacks: +60/-29
  • Gender: Male
Re: Cyclization of diamine with aldehyde
« Reply #4 on: July 04, 2013, 11:10:46 AM »
Ok, understood. Thanks very much.
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links