January 11, 2025, 04:01:46 AM
Forum Rules: Read This Before Posting


Topic: Steriochemistry, Could any one explain for me this text?  (Read 3276 times)

0 Members and 1 Guest are viewing this topic.

Offline Ibin-Huan

  • Regular Member
  • ***
  • Posts: 29
  • Mole Snacks: +0/-2
Steriochemistry, Could any one explain for me this text?
« on: November 11, 2011, 12:46:02 PM »
" Note that the configuration around a chiral atom (in R,S or D,L notation) does not define the direction in which polarized light will be rotated. In other words, a D configuration does not necessarily correlate with d (or +) rotation of polarized light". 
e.g L-(+) tartaric acid, is L means levorotatary if so why it is + not -
some compounds in nomancluture written d and some D , what is the different   

Offline Schrödinger

  • Chemist
  • Sr. Member
  • *
  • Posts: 1162
  • Mole Snacks: +138/-98
  • Gender: Male
Re: Steriochemistry, Could any one explain for me this text?
« Reply #1 on: November 11, 2011, 11:46:11 PM »
d and l refer to the direction in which the plane polarized light is being rotated. (dextrorotatory and laevorotatory)

L and D refer to something else. They have to do with the parent compound from which the molecule was prepared.
"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
- William Jennings Bryan

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: Steriochemistry, Could any one explain for me this text?
« Reply #2 on: November 12, 2011, 10:28:08 AM »
They have to do with the parent compound from which the molecule was prepared.

This is not true. D and L are descriptors used in what is known as the Fischer-Rosanoff system.

See: http://www.chem.qmul.ac.uk/iupac/stereo/FM.html#03

Compounds are assigned D or L according to the direction in which the substituent at the last (possibly only) stereogenic centre points when the compound is drawn in a Fischer projection. If the substituent points right it is D, left it is L. The convention was originally applied to glyceraldehyde.

Sugars are named D or L by carrying through the D/L assignment from an hypothetical chain extension of D or L glyceraldehyde. e.g. D-glucose comes from a hypothetical chain extension of D-glyceraldehyde (but is not necessarily prepared from glyceraldehyde).

Just as R and S do not indicate the + or -, neither do D or L (except for glyceraldehyde).
My research: Google Scholar and Researchgate

Offline fledarmus

  • Chemist
  • Sr. Member
  • *
  • Posts: 1675
  • Mole Snacks: +203/-28
Re: Steriochemistry, Could any one explain for me this text?
« Reply #3 on: November 12, 2011, 10:44:42 AM »
And just in case the point didn't get across, there is a difference between lower-case d and upper-case D, and lower-case l and upper-case L. The lower-case d and l do correspond to dextrorotatory and levorotatory, which is (+) and (-) rotation of plane polarized light. Upper-case D and L correspond to the Fischer-Rosanoff system of notation described by Dan.

Offline Schrödinger

  • Chemist
  • Sr. Member
  • *
  • Posts: 1162
  • Mole Snacks: +138/-98
  • Gender: Male
Re: Steriochemistry, Could any one explain for me this text?
« Reply #4 on: November 15, 2011, 10:07:44 AM »
I'm REALLY sorry, but hypothetical chain extension was what I wanted to say. That's what I meant...
"Destiny is not a matter of chance; but a matter of choice. It is not a thing to be waited for; it is a thing to be achieved."
- William Jennings Bryan

Sponsored Links