Lesquerolic acid

Lesquerolic acid
Names
IUPAC name
(11Z, 14R)-14-Hydroxyicos-11-enoic acid[1]
Identifiers
4103-20-2 YesY
ChemSpider 4472235 YesY
Jmol interactive 3D Image
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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