November 26, 2024, 06:32:43 PM
Forum Rules: Read This Before Posting


Topic: sulfonamide/tosyl confusion  (Read 2375 times)

0 Members and 1 Guest are viewing this topic.

Offline kriggy

  • Chemist
  • Sr. Member
  • *
  • Posts: 1520
  • Mole Snacks: +136/-16
sulfonamide/tosyl confusion
« on: September 23, 2013, 03:41:04 PM »
Hi guys, Im reading paper about Richman-Atkins macrocyclisation and it says:
"We have found that using that using performed bissulfonamide sodium salt...(2)" and picture shows:

And here comes the confusion, I thought that sulfonamide group is R-SOO-N-RR (sry for not using smiles, doesnt work for me) but the scheme shows Ts which is tosyl group AFAIK. So are those two same or not? Im realy confused..
Thanks a lot

Offline discodermolide

  • Chemist
  • Sr. Member
  • *
  • Posts: 5038
  • Mole Snacks: +405/-70
  • Gender: Male
    • My research history
Re: sulfonamide/tosyl confusion
« Reply #1 on: September 23, 2013, 03:49:47 PM »
tosyl is an abbreviation for para-tuoluene sulfonyl.
In the scheme you have a para-toluene sulphonamide sodium salt.
The other tosyl is also a para-toluene sulfonyl bit when attached to oxygen as in an alcohol it is an ester of sulfonic acid.
Sulfonamide
CC1=CC=C(S(=O)(N)=O)C=C1

Tosyl

CC1=CC=C(S(=O)(O)=O)C=C1
Development Chemists do it on Scale, Research Chemists just do it!
My Research History

Offline hinhthoi

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
Re: sulfonamide/tosyl confusion
« Reply #2 on: September 24, 2013, 12:30:44 AM »
The compound 1, how does not contain -R group? Shouldn't it be -Ts?

Offline kriggy

  • Chemist
  • Sr. Member
  • *
  • Posts: 1520
  • Mole Snacks: +136/-16
Re: sulfonamide/tosyl confusion
« Reply #3 on: September 24, 2013, 01:00:38 AM »
The compound 1, how does not contain -R group? Shouldn't it be -Ts?
Yes it is.

@disco: Yes exactly. So they just shortened the description in the text. Instead of bistoluensulphonamide salt they wrote bissulphonamide salt. That explains it. thanks

Sponsored Links