Stearyl alcohol[ 1]
Simplified structural formula
Names
Preferred IUPAC name
Other names
1-octadecanol
Identifiers
CAS Number
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.003.652
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
Y Key: GLDOVTGHNKAZLK-UHFFFAOYSA-N
Y 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
Properties
Chemical formula
C18 H38 O
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).
Infobox references
Stearyl alcohol , or 1-octadecanol , is an organic compound classified as a saturated fatty alcohol with the formula CH3 (CH2 )16 CH2 OH. 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 is prepared from stearic acid or certain fats by the process of catalytic hydrogenation. It has low toxicity.[ 3]
References
^ Merck Index , 11th Edition, 8762 .
^ 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.
^ Noweck, Klaus; Grafahrend, Wolfgang (2006). "Fatty Alcohols". Ullmann's Encyclopedia of Industrial Chemistry . Weinheim: Wiley-VCH. doi:10.1002/14356007.a10_277.pub2 . ISBN 978-3-527-30673-2 .
External links
Alcohols
By consumption
Alcohols found in alcoholic drinks Medical alcohol
Ethchlorvynol
Methylpentynol
Methanol poisoning
Toxic alcohols
Primary alcohols (1°)
Methanol
4-Methylcyclohexanemethanol
Aminomethanol
Cyclohexylmethanol
Methoxymethanol
Methylazoxymethanol
Trifluoromethanol
Ethanol
1-Aminoethanol
2,2,2-Trichloroethanol
2,2,2-Trifluoroethanol
2-(2-Ethoxyethoxy)ethanol
2-(2-Methoxyethoxy)ethanol
2-(2-Methoxyethoxy)ethanol
2-Butoxyethanol
2-Chloroethanol
2-Ethoxyethanol
2-Fluoroethanol
2-Mercaptoethanol
2-Methoxyethanol
Aminoethylethanolamine
Diethylethanolamine
Dimethylethanolamine
Ethanol
Ethanolamine
N ,N -Diisopropylaminoethanol
N -Methylethanolamine
Phenoxyethanol
Tribromoethanol
Butanol Straight-chain saturated C1 — C9 Straight-chain saturated C10 — C19 Straight-chain saturated C20 — C29
1-Icosanol (arachidyl)
1-Heneicosanol
1-Docosanol (behenyl)
1-Tricosanol
1-Tetracosanol (lignoceryl)
1-Pentacosanol
1-Hexacosanol (ceryl)
1-Heptacosanol
1-Octacosanol (cluytyl / montanyl)
1-Nonacosanol
Straight-chain saturated C30 — C39
1-Triacontanol (melissyl / myricyl)
1-Hentriacontanol
1-Dotriacontanol (lacceryl)
1-Tritriacontanol
1-Tetratriacontanol (geddyl)
1-Pentatriacontanol
1-Hexatriacontanol
1-Heptatriacontanol
1-Octatriacontanol
1-Nonatriacontanol
Straight-chain saturated C40 — C49
1-Tetracontanol
1-Hentetracontanol
1-Dotetracontanol
1-Tritetracontanol
1-Tetratetracontanol
1-Pentatetracontanol
1-Hexatetracontanol
1-Heptatetracontanol
1-Octatetracontanol
1-Nonatetracontanol
2-Ethylhexanol
Allyl alcohol
Anisyl alcohol
Benzyl alcohol
Cinnamyl alcohol
Crotyl alcohol
Furfuryl alcohol
Isoamyl alcohol
Neopentyl alcohol
Nicotinyl alcohol
Perillyl alcohol
Phenethyl alcohol
Prenol
Propargyl alcohol
Salicyl alcohol
Tryptophol
Vanillyl alcohol
Veratrole alcohol Secondary alcohols (2°) Tertiary alcohols (3°) Hydric alcohols
Monohydric alcohols Dihydric alcohols
Ethylene glycol
Propylene glycol
Trihydric alcohols Polyhydric alcohols (sugar alcohols)
Pentaerythritol
Ethylene glycol (C2 )
Glycerol , Propylene glycol (C3 )
Erythritol , Threitol (C4 )
Xylitol (C5 )
Mannitol, Sorbitol (C6 )
Volemitol (C7 )
Amyl alcohols Aromatic alcohols
Benzyl alcohol
2,4-Dichlorobenzyl alcohol
3-Nitrobenzyl alcohol
Saturated fatty alcohols Branched and unsaturated fatty alcohols Sugar alcohols
C1 — C7
Methylene glycol (C1 )
Ethylene glycol (C2 )
Glycerol (C3 )
Erythritol (C4 )
Threitol (C4 )
Arabitol (C5 )
Ribitol (C5 )
Xylitol (C5 )
Mannitol (C6 )
Sorbitol (C6 )
Galactitol (C6 )
Iditol (C6 )
Volemitol (C7 )
Deoxy sugar alcohols Cyclic sugar alcohols Glycylglycitols
Maltitol
Lactitol
Isomalt
Maltotriitol
Maltotetraitol
Polyglycitol
Terpene alcohols
Monoterpene alcohols
Borneol
Citronellol
Geraniol
Linalool
Menthol
Nerol
Rhodinol
Terpineol
Sesquiterpene alcohols Diterpene alcohols
Dialcohols
1,4-Butanediol
1,5-Pentanediol
2-Methyl-2-propyl-1,3-propanediol
Diethylpropanediol
Ethylene glycol
Trialcohols Sterols Fluoroalcohols
1,3-Difluoro-2-propanol
2,2,2-Trifluoroethanol
2-Fluoroethanol
Nonafluoro-tert -butyl alcohol
Trifluoromethanol
Preparations
Substitution of haloalkane
Carbonyl reduction
Ether cleavage
Hydrolysis of epoxide
Hydration of alkene
Ziegler process
Reactions
Deprotonation
Protonation
Alcohol oxidation
Nucleophilic substitution
Fischer–Speier esterification
Williamson ether synthesis
Elimination reaction
Nucleophilic substitution of carbonyl group
Friedel-Crafts alkylation
Nucleophilic conjugate addition
Transesterification
Category