Methyl ricinoleate

Methyl ricinoleate
Names
	Preferred IUPAC name Methyl (9Z,12R)-12-Hydroxyoctadec-9-enoate
	Other names Methyl ricinoleate; Ricinoleic acid methyl ester; Methyl ricinolate
Identifiers
CAS Number	141-24-2;
3D model (JSmol)	Interactive image;
ChemSpider	4510369;
ECHA InfoCard	100.004.976
EC Number	205-472-3;
PubChem CID	5354133;
UNII	90FDR3O96Y;
CompTox Dashboard (EPA)	DTXSID2029169 ;
	InChI InChI=1S/C19H36O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)22-2/h10,13,18,20H,3-9,11-12,14-17H2,1-2H3/b13-10-/t18-/m1/s1 Key: XKGDWZQXVZSXAO-ADYSOMBNSA-N;
	SMILES CCCCCCC(CC=CCCCCCCCC(=O)OC)O;
Properties
Chemical formula	C19H36O3
Molar mass	312.494 g·mol−1
Density	0.9236 g/mL at 22 °C
Melting point	−4.5 °C (23.9 °F; 268.6 K)
Solubility in water	9.87×10−2 mg/L
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Methyl ricinoleate is a clear, viscous fluid that is used as a surfactant, cutting fluid additive, lubricant, and plasticizer.^[1] It is a plasticizer for cellulosic resins, polyvinyl acetate, and polystyrene.^[2] It is a type of fatty acid methyl ester synthesized from castor oil and methyl alcohol.^[3]

Methyl rinioleate was early shown to be cleaved by ozone to give azelaic acid.^[4]

References

↑ "Methyl ricinoleate". The Free Dictionary.
↑ Gooch, Jan W. (2011). "Methyl Ricinoleate". Encyclopedic Dictionary of Polymers. pp. 460. doi:10.1007/978-1-4419-6247-8_7437. ISBN 978-1-4419-6246-1.
↑ "Methyl ricinoleate". Castoroil.in.
↑ Haller, A.; Brochet, A. (1910). "Oxydation du ricinoleate de methyle par l'oxone". Comptes rendus hebdomadaires des séances de l'Académie des sciences. 150: 496.