Ricinelaidic acid

Ricinelaidic acid
Names
Preferred IUPAC name
(9E,12R)-12-Hydroxyoctadec-9-enoic acid
Other names
(+)-(R)-Ricinelaidic acid
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C18H34O3/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)/b12-9+/t17-/m1/s1 checkY
    Key: WBHHMMIMDMUBKC-XLNAKTSKSA-N checkY
  • InChI=1/C18H34O3/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)/b12-9+/t17-/m1/s1
    Key: WBHHMMIMDMUBKC-XLNAKTSKBT
  • O=C(O)CCCCCCC/C=C/C[C@H](O)CCCCCC
Properties
C18H34O3
Molar mass 298.46 g/mol
Appearance colorless waxy solid
Melting point 49–50 °C (120–122 °F; 322–323 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ricinelaidic acid or (+)-(R)-ricinelaidic acid is an organic compound with the formula CH3(CH2)5CH(OH)CH2CH=CH(CH2)7CO2H. It is an unsaturated omega-9 trans fatty acid. It is prepared by isomerization of the cis isomer, ricinoleic acid,[1] which is a major constituent of castor oil.

Further information

  • Wright, Amanda J.; Marangoni, Alejandro G. (2007). "Time, temperature, and concentration dependence of ricinelaidic acid-canola oil organogelation". Journal of the American Oil Chemists' Society. 84 (1): 3–9. doi:10.1007/s11746-006-1012-6. S2CID 96323666.


References

  1. ↑ Thalmann, Adolf; Oertle, Konrad; Gerlach, Hans (1985). "Ricinelaidic Acid Lactone". Organic Syntheses. 63: 192. doi:10.15227/orgsyn.063.0192.

DOI: RICINELAIDIC ACID LACTONE [9-Octadecenoic acid, 12-hydroxy-, [(+)-(R)-trans]-, lactone]

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