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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3D model (JSmol)
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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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Solubility in water
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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 | |
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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 | |
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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 | |
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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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Secondary alcohols (2°) | |
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Tertiary alcohols (3°) | |
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| Hydric alcohols | |
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| Amyl alcohols | |
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| Aromatic alcohols | |
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Saturated fatty alcohols | |
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Branched and unsaturated fatty alcohols | |
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| Sugar alcohols | | C1 — C7 | |
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Deoxy sugar alcohols | |
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Cyclic sugar alcohols | |
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| Glycylglycitols | |
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| Terpene alcohols | Monoterpene alcohols | |
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Sesquiterpene alcohols | |
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Diterpene alcohols | |
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| Dialcohols | |
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| Trialcohols | |
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| Sterols | |
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| Fluoroalcohols | |
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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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- Agents used in chemical warfare
- incapacitation
- riot control
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| Blood agents | |
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| Blister agents | |
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| Nerve agents | | G-agents |
- Tabun (GA)
- Sarin (GB)
- Chlorosarin (ClGB)
- Thiosarin (SGB)
- Soman (GD)
- Chlorosoman (ClGD)
- Ethylsarin (GE)
- GH
- Cyclosarin (GF)
- GP
- GS
- Fluorotabun
- EA-1356
- EA-4352
- Crotylsarin
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| V-agents |
- EA-2192
- EA-3148
- VE
- VG
- VM
- VP
- VR
- VS
- VX
- VT
- EA-1763
- Chinese VX
- V-sub x (GD-7)
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| GV agents | |
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| Novichok agents |
- A-208
- A-232
- A-234
- A-242
- A-262
- C01-A035
- C01-A039
- C01-A042
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| Carbamates |
- Dimethylcarbamoyl fluoride
- EA-3887
- EA-3887A
- EA-3966
- EA-3990
- EA-4056
- T-1123
- T-1152
- T-1194
- Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
- TL-599
- TL-1238
- TL-1299
- TL-1317
- Miotine (AR-28/T-1843)
- 3152 CT
- 4-686-293-01 (Agent 1-10)
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| Other | |
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| Precursors | |
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| Neurotoxins | |
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Pulmonary/ choking agents | |
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| Vomiting agents | |
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Incapacitating agents | |
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Lachrymatory agents | |
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| Malodorant agents | |
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| Cornea-clouding agents | |
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| Biological toxins | |
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| Tumor promoting agents | |
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| Other |
- Methyl fluoroacetate
- Napalm (variants and mixtures)
- Fluoroethyl fluoroacetate
- Depleted uranium
- Plutonium and its compounds
- Polonium
- White phosphorus
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- List of chemical warfare agents
- CB military symbol
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