December 21, 2024, 08:05:17 AM
Forum Rules: Read This Before Posting


Topic: Semi rigid bond, rotation in solution?  (Read 3511 times)

0 Members and 1 Guest are viewing this topic.

Offline krisp

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Semi rigid bond, rotation in solution?
« on: July 03, 2012, 11:21:56 AM »
Can the bond between the carbonyl carbon and the benzene ring rotate in solution in a molecule with this structure? R1-NH-(CO)-C6H5 ?

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: Semi rigid bond, rotation in solution?
« Reply #1 on: July 03, 2012, 11:43:04 AM »
Can the bond between the carbonyl carbon and the benzene ring rotate in solution in a molecule with this structure? R1-NH-(CO)-C6H5 ?

Yes. The amide bond often displays rotamers. These you can see in the proton NMR spectrum.
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline krisp

  • New Member
  • **
  • Posts: 3
  • Mole Snacks: +0/-0
Re: Semi rigid bond, rotation in solution?
« Reply #2 on: July 03, 2012, 11:48:47 AM »
By amide bond are you referring to the N-C bond or the C-C bond that connects the carbonyl carbon to the aromatic carbon? I'm wondering if the two ortho and meta positions on the aromatic ring are equivalent for this motif when in solution. Thanks!

Sponsored Links