2,2,2-Trichloroethanol
2,2,2-Trichloroethanol is the chemical compound with formula Cl3C−CH2OH. Its molecule can be described as that of ethanol, with the three hydrogen atoms at position 2 (the methyl group) replaced by chlorine atoms. It is a clear flammable liquid at room temperature, colorless when pure but often with a light yellow color.
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Names | |||
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Preferred IUPAC name
2,2,2-Trichloroethan-1-ol | |||
Identifiers | |||
3D model (JSmol) |
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1697495 | |||
ChEBI | |||
ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.003.701 | ||
EC Number |
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2407 | |||
KEGG | |||
PubChem CID |
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UNII | |||
CompTox Dashboard (EPA) |
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SMILES
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Properties | |||
C2H3Cl3O | |||
Molar mass | 149.40 g/mol | ||
Density | 1.55 g/cm3 | ||
Melting point | 17.8 °C (64.0 °F; 290.9 K) | ||
Boiling point | 151 °C (304 °F; 424 K) | ||
Hazards | |||
GHS labelling: | |||
Danger | |||
H302, H315, H318, H336 | |||
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P362, P403+P233, P405, P501 | |||
Flash point | 88 °C (190 °F; 361 K) | ||
Safety data sheet (SDS) | |||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
The pharmacological effects of this compound in humans are similar to those of its prodrug chloral hydrate, and of chlorobutanol. Historically, it has been used as a sedative hypnotic. The hypnotic drug triclofos (2,2,2-trichloroethyl phosphate) is metabolized in vivo to 2,2,2-trichloroethanol. Chronic exposure may result in kidney and liver damage.
2,2,2-Trichloroethanol can be added to SDS-PAGE gels in order to enable fluorescent detection of proteins without a staining step, for immunoblotting or other analysis methods.