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Sodium ricinoleate

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Sodium ricinoleate
Names
IUPAC name
Sodium (R,Z)-12-hydroxyoctadec-9-enoate
Other names
Ricinoleic acid sodium salt
Identifiers
3D model (JSmol)
ECHA InfoCard 100.023.811 Edit this at Wikidata
  • O[C@H](CCCCCC)C/C=C\CCCCCCCC([O-])=O.[Na+]
Properties
C18H33NaO3
Molar mass 320.449 g·mol−1
Appearance Pale white solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Sodium ricinoleate is the sodium salt of ricinoleic acid, the principle fatty acid derived from castor oil.[1] It is used in making soap, where its molecular structure causes it to lather more easily than comparable sodium soaps derived from fatty acids.[1] It is a bactericide.[2] It exhibits several polymorphic structural phases.[3]

As a surfactant, sodium ricinoleate is an irritant to human skin and mucus membranes, causing hypersensitivity responses. These are due to castor bean constituents, which can be removed in order to prepare it as a food-grade ingredient.[4]

Recerences

Citations

  • Dunn, Kevin M. (2010). Scientific Soapmaking: The Chemistry of the Cold Process. Clavicula Press. Retrieved 5 February 2013. {{cite book}}: Invalid |ref=harv (help)
  • Seeley, Sam F. (1932). "Sodium Ricinoleate: Its Possible Value in the Prevention and Treatment of Peritonitis". Annals of Surgery. 96 (3): 350–8. PMC 1391690. Retrieved 5 February 2013. {{cite journal}}: Unknown parameter |month= ignored (help)
  • Burdock, GA; Carabin, IG; Griffiths, JC (2006). "Toxicology and pharmacology of sodium ricinoleate". Food and Chemical Toxicology. 44 (10): 1689–98. doi:10.1016/j.fct.2006.05.007. Retrieved 5 February 2013. {{cite journal}}: Unknown parameter |month= ignored (help)
  • Narayana, K.S.; Shindeab, Neeta; Tiddy, Gordon J. T.; Holmes, Michael C. (1994). "The thermotropic liquid crystals formed by anhydrous sodium ricinoleate". Liquid Crystals. 17 (5). doi:10.1080/02678299408037333. Retrieved 5 February 2013. {{cite journal}}: Text "pages 617-28" ignored (help)