2-Hexanol[1]
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Names
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Preferred IUPAC name
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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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100.009.975
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UNII
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InChI=1S/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3 Y Key: QNVRIHYSUZMSGM-UHFFFAOYSA-N Y InChI=1/C6H14O/c1-3-4-5-6(2)7/h6-7H,3-5H2,1-2H3 Key: QNVRIHYSUZMSGM-UHFFFAOYAA
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Properties
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Chemical formula
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C6H14O
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Molar mass
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102.177 g·mol−1
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Density
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0.81 g/mL
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Melting point
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−23 °C (−9 °F; 250 K)
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Boiling point
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140 °C (284 °F; 413 K)
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14 g/L
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Solubility
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soluble in ethanol, diethyl ether
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Thermochemistry
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Std enthalpy of formation (ΔfH⦵298)
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−392.0 kJ·mol−1 (liquid) −333.5 kJ·mol−1 (gas)
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Hazards
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Flash point
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45 °C (113 °F; 318 K)[2]
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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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2-Hexanol (hexan-2-ol) is a six-carbon alcohol in which the hydroxy group (OH) is located on the second carbon atom. Its chemical formula is C6H14O or C6H13OH. It is an isomer of the other hexanols. 2-Hexanol has a chiral center and can be resolved into two different enantiomers.
Its toxicity is based on metabolism to hexane-2,5-dione.[3]
References
- ^
Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–310, 5–47, 8–106, ISBN 0-8493-0594-2
- ^ "2-Hexanol". Chemspider.
- ^ Stephen R. Clough, Leyna Mulholland (2005). "Hexane". Encyclopedia of Toxicology (Second ed.). ISBN 978-0-12-369400-3.
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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