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Sodium ricinoleate

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Sodium ricinoleate
Names
Preferred IUPAC name Sodium (9Z,12R)-12-hydroxyoctadec-9-enoate
Other names Ricinoleic acid sodium salt
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.023.811 Edit this at Wikidata
EC Number
  • 226-191-2
PubChem CID
RTECS number
  • VJ3500000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C18H34O3.Na/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21;/h9,12,17,19H,2-8,10-11,13-16H2,1H3,(H,20,21);/q;+1/p-1/b12-9-;/t17-;/m1./s1Key: IJRHDFLHUATAOS-DPMBMXLASA-M
SMILES
  • O(CCCCCC)C/C=C\CCCCCCCC()=O.
Properties
Chemical formula C18H33NaO3
Molar mass 320.449 g·mol
Appearance Pale white solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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

As a surfactant, sodium ricinoleate is an irritant to human skin and mucous 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.

Sodium ricinoleate was a constituent in toothpaste and was the 'SR' of Gibbs SR toothpaste, the first product to be advertised on British TV (in 1955).

References

  1. ^ Dunn (2010), p. 187.
  2. Ann Surg (1932).
  3. Liquid Crystals (1994).
  4. Food Chem Toxicol (2006).

Citations

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