Stearyl alcohol

(Redirected from Octadecanol)

Stearyl alcohol, or 1-octadecanol, is an organic compound classified as a saturated fatty alcohol with the formula CH3(CH2)16CH2OH. It takes the form of white granules or flakes, which are insoluble in water. It has a wide range of uses as an ingredient in lubricants, resins, perfumes, and cosmetics. It is used as an emollient, emulsifier, and thickener in ointments, and is widely used as a hair coating in shampoos and hair conditioners. Stearyl heptanoate, the ester of stearyl alcohol and heptanoic acid (enanthic acid), is found in most cosmetic eyeliners. Stearyl alcohol has also found application as an evaporation suppressing monolayer when applied to the surface of water.[2]

Stearyl alcohol[1]
Simplified structural formula
Names
Preferred IUPAC name
Octadecan-1-ol
Other names
1-octadecanol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.652 Edit this at Wikidata
UNII
  • InChI=1S/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3 checkY
    Key: GLDOVTGHNKAZLK-UHFFFAOYSA-N checkY
  • InChI=1/C18H38O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h19H,2-18H2,1H3
    Key: GLDOVTGHNKAZLK-UHFFFAOYAZ
  • OCCCCCCCCCCCCCCCCCC
Properties
C18H38O
Molar mass 270.49 g/mol
Appearance White solid
Density 0.812 g/cm3
Melting point 59.4 to 59.8 °C (138.9 to 139.6 °F; 332.5 to 332.9 K)
Boiling point 210 °C (410 °F; 483 K) at 15 mmHg (2.0 kPa)
1.1×10−3 mg/L
Hazards
Flash point 185 °C (365 °F; 458 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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Stearyl alcohol is prepared from stearic acid or certain fats by the process of catalytic hydrogenation. It has low toxicity.[3]

References

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  1. ^ Merck Index, 11th Edition, 8762.
  2. ^ Prime, E. L., Tran, D. N., Plazzer, M., Sunartio, D., Leung, A. H., Yiapanis, G., ... & Solomon, D. H. (2012). Rational design of monolayers for improved water evaporation mitigation. Colloids and Surfaces A: Physicochemical and Engineering Aspects, 415, 47-58.
  3. ^ Noweck, Klaus; Grafahrend, Wolfgang (2006). "Fatty Alcohols". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_277.pub2. ISBN 978-3527306732.
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