1-Decanol[1]
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Names
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Preferred IUPAC name
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Other names
decyl alcohol n-decyl alcohol capric alcohol epal 10 antak agent 504
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Identifiers
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CAS Number
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ChEBI
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ChEMBL
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ChemSpider
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ECHA InfoCard
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100.003.597
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KEGG
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UNII
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InChI=1S/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 Y Key: MWKFXSUHUHTGQN-UHFFFAOYSA-N Y InChI=1/C10H21OH/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-10H2,1H3 Key: MWKFXSUHUHTGQN-UHFFFAOYAN
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Properties
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Chemical formula
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C10H21OH
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Molar mass
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158.28 g/mol
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Appearance
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Viscous liquid
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Density
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0.8297 g/cm3
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Melting point
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6.4 °C (43.5 °F; 279.5 K)
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Boiling point
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232.9 °C (451.2 °F; 506.0 K)
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37 mg/L at 25°C[2]
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log P
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4.57
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Viscosity
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12.048 mPa.s (@ 25 °C)
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Hazards
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Flash point
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108 °C (226 °F; 381 K)
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Safety data sheet (SDS)
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Oxford MSDS
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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1-Decanol is a straight chain fatty alcohol with ten carbon atoms and the molecular formula C10H21OH. It is a colorless to light yellow viscous liquid that is insoluble in water and has an aromatic odor.[3] The interfacial tension against water at 20 °C is 8.97 mN/m.
Production
Decanol can be prepared by the hydrogenation of decanoic acid, which occurs in modest quantities in coconut oil (about 10%) and palm kernel oil (about 4%). It may also be produced synthetically via the Ziegler process.
Uses
Decanol is used in the manufacture of plasticizers, lubricants, surfactants and solvents. Its ability to permeate the skin has led to it being investigated as a penetration enhancer for transdermal drug delivery.[4][5]
Safety
Like other medium chain fatty alcohols, 1-decanol is able to permeate the skin which can lead to irritation.
References
Alcohols |
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By consumption | Alcohols found in alcoholic drinks | |
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Medical alcohol |
- Ethchlorvynol
- Methylpentynol
- Methanol poisoning
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Toxic alcohols | |
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Primary alcohols (1°) | Methanol |
- 4-Methylcyclohexanemethanol
- Aminomethanol
- Cyclohexylmethanol
- Methoxymethanol
- Methylazoxymethanol
- Trifluoromethanol
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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
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Butanol | |
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Straight-chain saturated C1 — C9 | |
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Straight-chain saturated C10 — C19 | |
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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
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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
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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
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- 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
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Secondary alcohols (2°) | |
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Tertiary alcohols (3°) | |
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Hydric alcohols | Monohydric alcohols | |
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Dihydric alcohols |
- Ethylene glycol
- Propylene glycol
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Trihydric alcohols | |
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Polyhydric alcohols (sugar alcohols) |
- Pentaerythritol
- Ethylene glycol (C2)
- Glycerol, Propylene glycol (C3)
- Erythritol, Threitol (C4)
- Xylitol (C5)
- Mannitol, Sorbitol (C6)
- Volemitol (C7)
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Amyl alcohols | |
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Aromatic alcohols |
- Benzyl alcohol
- 2,4-Dichlorobenzyl alcohol
- 3-Nitrobenzyl alcohol
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Saturated fatty alcohols | |
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Branched and unsaturated fatty alcohols | |
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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)
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Deoxy sugar alcohols | |
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Cyclic sugar alcohols | |
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Glycylglycitols |
- Maltitol
- Lactitol
- Isomalt
- Maltotriitol
- Maltotetraitol
- Polyglycitol
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Terpene alcohols | Monoterpene alcohols |
- Borneol
- Citronellol
- Geraniol
- Linalool
- Menthol
- Nerol
- Rhodinol
- Terpineol
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Sesquiterpene alcohols | |
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Diterpene alcohols | |
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Dialcohols |
- 1,4-Butanediol
- 1,5-Pentanediol
- 2-Methyl-2-propyl-1,3-propanediol
- Diethylpropanediol
- Ethylene glycol
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Trialcohols | |
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Sterols | |
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Fluoroalcohols |
- 1,3-Difluoro-2-propanol
- 2,2,2-Trifluoroethanol
- 2-Fluoroethanol
- Nonafluoro-tert-butyl alcohol
- Trifluoromethanol
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Preparations |
- Substitution of haloalkane
- Carbonyl reduction
- Ether cleavage
- Hydrolysis of epoxide
- Hydration of alkene
- Ziegler process
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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
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