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Fischer–Rosanoff convention (or Rosanoff convention)

An arbitrary convention according to which (+)-glyceraldehyde, now known to be (R)-2,3-dihydroxypropanal, was named d-glyceraldehyde (with the enantiomer l-glyceraldehyde and its racemate dl-glyceraldehyde) and taken to have the absolute configuration represented by the Fischer projection formula shown in the diagram.
F02392
The atom numbered 1 according to normal nomenclature rules is conventionally placed at the top of the main chain, which is drawn vertically and other groups are drawn on either side of that main chain. The convention is still in use for α-amino acids and for sugars.
Source:
PAC, 1996, 68, 2193 (Basic terminology of stereochemistry (IUPAC Recommendations 1996)) on page 2208
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. doi:10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: doi:10.1351/goldbook.F02392.
Original PDF version: http://www.iupac.org/goldbook/F02392.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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