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Wikipedia

Octyldodecanol

January 26, 2023

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]

Octyldodecanol
Names
IUPAC name
2-Octyldodecan-1-ol[1]
Other names
2-Octyl-1-dodecanol, 2-Octyldodecanol, Eutanol G, Guerbet C20, Isofol 20, Kalcohl 200G
Identifiers
  • 5333-42-6
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1572050
ChemSpider
  • 20125
DrugBank
  • DB14134
ECHA InfoCard 100.023.857
EC Number
  • 226-242-9
KEGG
  • C20338
  • 21414
UNII
  • 461N1O614Y
  • DTXSID3036288
  • InChI=1S/C20H42O/c1-3-5-7-9-11-12-14-16-18-20(19-21)17-15-13-10-8-6-4-2/h20-21H,3-19H2,1-2H3
    Key: LEACJMVNYZDSKR-UHFFFAOYSA-N
  • CCCCCCCCCCC(CCCCCCCC)CO
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)
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).

Production

2-Octyldodecanol is produced by the Guerbet condensation of decyl alcohol.[6]

Reactions

When octyldodecanol is melted with an alkali it yields octyldodecanoic acid by a dehydrogenation reaction.[5]

References

  1. ^ "2-Octyl-1-dodecanol".
  2. ^ Milne, G. W. A. (2005). Gardner's Commercially Important Chemicals: Synonyms, Trade Names, and Properties. John Wiley & Sons. p. 456. ISBN 9780471736615.
  3. ^ Williams, S. D. (1996). Chemistry and Technology of the Cosmetics and Toiletries Industry. Springer Science & Business Media. p. 164. ISBN 9780751403343.
  4. ^ 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.
  5. ^ 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.
  6. ^ Williams (1996), p. 26.

January 26, 2023
octyldodecanol, branched, chain, primary, alcohol, used, isomer, octyl, dodecanol, cosmetics, such, lipstick, anti, blooming, agent, facepowder, medium, spreading, emollient, with, equilibrium, spreading, pressure, dyne, class, guerbet, alcohols, because, bran. 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 b 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 Octyldodecanol NamesIUPAC name 2 Octyldodecan 1 ol 1 Other names 2 Octyl 1 dodecanol 2 Octyldodecanol Eutanol G Guerbet C20 Isofol 20 Kalcohl 200GIdentifiersCAS Number 5333 42 63D model JSmol Interactive imageChEMBL ChEMBL1572050ChemSpider 20125DrugBank DB14134ECHA InfoCard 100 023 857EC Number 226 242 9KEGG C20338PubChem CID 21414UNII 461N1O614YCompTox Dashboard EPA DTXSID3036288InChI InChI 1S C20H42O c1 3 5 7 9 11 12 14 16 18 20 19 21 17 15 13 10 8 6 4 2 h20 21H 3 19H2 1 2H3Key LEACJMVNYZDSKR UHFFFAOYSA NSMILES CCCCCCCCCCC CCCCCCCC COPropertiesChemical formula C 20H 42OMolar mass 298 555 g mol 1Appearance yellow oilDensity 0 84Melting point 1 C 34 F 274 K Boiling point 382 C 720 F 655 K Refractive index nD 1 454HazardsFlash 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 Infobox referencesProduction 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 amp Sons p 456 ISBN 9780471736615 Williams S D 1996 Chemistry and Technology of the Cosmetics and Toiletries Industry Springer Science amp 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 Retrieved from https en wikipedia org w index php title Octyldodecanol amp oldid 1126868477, wikipedia, wiki, book, books, library,

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