Octyldodecanol is a branched-chain primary alcohol used as the isomer 2-octyl-1-dodecanol in cosmetics such as lipstick,[2] or as an anti-blooming agent in facepowder.[3] It is a medium spreading emollient, with equilibrium spreading pressure of 17.0 dyne/cm.[4] Octyldodecanol is in the class of Guerbet alcohols, because it has the branch at the β position.[5] Compared to arachidyl alcohol, the linear alcohol of the same molecular weight, it has a lower melting point, yet retains low volatility.[5]
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| Names | |
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| IUPAC name
2-Octyldodecan-1-ol[1]
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| Other names
2-Octyl-1-dodecanol, 2-Octyldodecanol, Eutanol G, Guerbet C20, Isofol 20, Kalcohl 200G
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| Identifiers | |
3D model (JSmol)
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| ChEMBL | |
| ChemSpider | |
| DrugBank | |
| ECHA InfoCard | 100.023.857 |
| EC Number |
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| KEGG | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C20H42O | |
| Molar mass | 298.555 g·mol−1 |
| Appearance | yellow oil |
| Density | 0.84 |
| Melting point | 1 °C (34 °F; 274 K) |
| Boiling point | 382 °C (720 °F; 655 K) |
Refractive index (nD)
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1.454 |
| Hazards | |
| Flash point | 113 °C (235 °F; 386 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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Production
edit2-Octyldodecanol is produced by the Guerbet condensation of decyl alcohol.[6]
Reactions
editWhen octyldodecanol is melted with an alkali it yields octyldodecanoic acid by a dehydrogenation reaction.[5]
References
edit- ^ "2-Octyl-1-dodecanol".
- ^ Milne, G. W. A. (2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. p. 456. ISBN 9780471736615.
- ^ Williams, S. D. (1996). Chemistry and Technology of the Cosmetics and Toiletries Industry. Springer Science & Business Media. p. 164. ISBN 9780751403343.
- ^ Kroke, H. P. (April 1978). "Oily components in cosmetics from a European view". Journal of the American Oil Chemists' Society. 55 (4): 444–446. doi:10.1007/BF02911910. S2CID 85148769.
- ^ a b c O'Lenick, Anthony J. (July 2001). "Guerbet chemistry". Journal of Surfactants and Detergents. 4 (3): 311–315. doi:10.1007/s11743-001-0185-1. S2CID 195343946.
- ^ Williams (1996), p. 26.