Lesquerolic acid

Lesquerolic acid
Names
IUPAC name
(11Z, 14R)-14-Hydroxyicos-11-enoic acid[1]
Identifiers
4103-20-2 YesY
3D model (Jmol) Interactive image
ChemSpider 4472235 YesY
MeSH lesquerolic+acid
PubChem 5312810
Properties
C20H38O3
Molar mass 326.52 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Lesquerolic acid is a hydroxy acid that occurs naturally in Paysonia lasiocarpa and other Paysonia and Physaria species. It was first isolated in 1961 by a team from the Northern Regional Research Laboratory.[2] This compound has the R configuration at the alcohol-bearing stereocenter, and it is of the Z configuration at the olefin. Lesquerolic acid is chemically similar to ricinoleic acid, but with two additional carbons at the carboxyl end of the carbon chain.[3] Lesquerolic acid, with other hydroxy fatty acids, has important industrial uses, including making resins, waxes, nylons and plastics.

References

  1. "CID 20980884 - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 5 December 2007. Retrieved 20 November 2011.
  2. C. R. Smith Jr.; T. L. Wilson; T. K. Miwa; H. Zobel; R. L. Lohmar; I. A. Wolff (1961). J. Org. Chem. 26 (8): 2903–2905. doi:10.1021/jo01066a067. Missing or empty |title= (help)
  3. David A. Dierig (1995). "Lesquerella". New Crop FactSHEET.


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