June 04, 2024, 02:10:22 AM
Forum Rules: Read This Before Posting


Topic: Stereochemical configuration  (Read 5497 times)

0 Members and 1 Guest are viewing this topic.

Offline orgoclear

  • Full Member
  • ****
  • Posts: 176
  • Mole Snacks: +9/-13
Stereochemical configuration
« on: February 22, 2010, 01:51:40 AM »
Refer to the attached fig.

Would the absolute configuration (R-S) of the compound be
2R,3S or 2S,3R or can it be both?

Offline sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3653
  • Mole Snacks: +222/-42
  • Gender: Male
Re: Stereochemical configuration
« Reply #1 on: February 22, 2010, 02:17:34 AM »
No figure as far as I can see. You can upload pictures directly, mind.

Offline orgoclear

  • Full Member
  • ****
  • Posts: 176
  • Mole Snacks: +9/-13
Re: Stereochemical configuration
« Reply #2 on: February 22, 2010, 11:14:53 PM »
oops.. I thought i had uploaded it


Offline sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3653
  • Mole Snacks: +222/-42
  • Gender: Male
Re: Stereochemical configuration
« Reply #3 on: February 23, 2010, 02:04:58 AM »
As it's a meso compound, both names actually refer to the same moiety.

Offline orgoclear

  • Full Member
  • ****
  • Posts: 176
  • Mole Snacks: +9/-13
Re: Stereochemical configuration
« Reply #4 on: February 24, 2010, 12:25:10 AM »
thanks i was wondering about that.

in the book, the options were given as
(a) 2-R,3-S and (b) 2-S,3-R

and in the answers provided, it gave only one of them as correct.

Offline fawad0418

  • Regular Member
  • ***
  • Posts: 26
  • Mole Snacks: +3/-3
Re: Stereochemical configuration
« Reply #5 on: February 24, 2010, 05:44:44 AM »
its 2S, 3R

Offline Smrt guy

  • Full Member
  • ****
  • Posts: 101
  • Mole Snacks: +5/-4
Re: Stereochemical configuration
« Reply #6 on: February 24, 2010, 10:16:00 PM »
The 2 and 3 C atoms are equivalent so the numbering is arbitrary. 

Offline sjb

  • Global Moderator
  • Sr. Member
  • ***
  • Posts: 3653
  • Mole Snacks: +222/-42
  • Gender: Male
Re: Stereochemical configuration
« Reply #7 on: February 25, 2010, 02:33:26 AM »
Actually, the more I think about it, there is a preferred naming for meso compounds, whereby (R) has priority over (S), or something like that, so there may only be one answer.

I'm not sure of the exact rule though.

S

Sponsored Links