Pinacolyl alcohol[1]
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| Names
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| Preferred IUPAC name
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| Other names
3,3-Dimethyl-2-butanol
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| Identifiers
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CAS Number
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| ChEMBL
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| ChemSpider
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| ECHA InfoCard
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100.006.681
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| UNII
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InChI=1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3 YKey: DFOXKPDFWGNLJU-UHFFFAOYSA-N Y
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CC(C)(C)C(C)O OC(C)C(C)(C)C
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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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0.8122 g/cm3
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| Melting point
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5.6 °C (42.1 °F; 278.8 K)
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| Boiling point
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120.4 °C (248.7 °F; 393.5 K)
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25 g/L
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| Solubility
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very soluble in ethanol, diethyl ether
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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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Pinacolyl alcohol (also known as 3,3-dimethylbutan-2-ol and as pine alcohol) is one of the isomeric hexanols and a secondary alcohol.
Pinacolyl alcohol appears on the List of Schedule 2 substances of the Chemical Weapons Convention as a precursor for the nerve agent soman.
See also
References
- ^
Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–214, 8–106, ISBN 0-8493-0594-2
External links
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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Category
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