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2,2,2-Trichloroethanol
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477209540 2,2,2-Trichloroethanol 2,2,2-trichloroethanol.svg skin-invert-image 2,2,2-Trichloroethanol 2,2,2-trichloroethanol-3D-vdW.png bg-transparent 2,2,2-Trichloroethanol 2,2,2-Trichloroethan-1-ol correct CAS 115-20-8 2293 1697495 correct EBI 28094 correct EBI 1171 correct chemspider 7961 204-071-0 2407 correct FDA AW835AJ62N correct kegg C07490 8259 1/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 KPWDGTGXUYRARH-UHFFFAOYAW correct chemspider 1S/C2H3Cl3O/c3-2(4,5)1-6/h6H,1H2 correct chemspider KPWDGTGXUYRARH-UHFFFAOYSA-N ClC(Cl)(Cl)CO
C2H3Cl3O 149.40 g/mol 1.55 g/cm3 17.8 151
"Material Safety Data Sheet- 2,2,2-Trichloroethanol, 98%" Online document at the Cole-Parmer website. Accessed on 2020-07-11. 88 05 07 Danger 302 315 318 336 261 264 270 271 280 301+312 302+352 304+340 305+351+338 310 312 321 330 332+313 362 403+233 405 501
2,2,2-Trichloroethanol is the chemical compound with formula Cl3C\sCH2OH. 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."2,2,2-Trichloroethanol ≥99%". Online product catalog page at Merck website. Accessed on 2020-07-11.
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 Merck Index, 13th Edition. 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.S. Budavari M. O'Neil Ann Smith P. Heckelman J. Obenchain The Merck Index Merck Index 12th print 15 March 1996 Taylor & Francis 978-0-911910-12-4
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.Ladner Carol Visible fluorescent detection of proteins in polyacrylamide gels without staining Analytical Biochemistry March 2004 326 1 13–20 10.1016/j.ab.2003.10.047 14769330
Use in organic synthesis
2,2,2-Trichloroethanol is an effective protecting group for carboxylic acids due to its ease in addition and removal.Lowder Patrick D. 2001-04-15 John Wiley & Sons, Ltd en 10.1002/047084289x.rt203 978-0471936237 Encyclopedia of Reagents for Organic Synthesis 2,2,2-Trichloroethanol
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See also
1,1,1-Trichloroethane
Trifluoroethanol
Tribromoethanol
Triclofos
References
Pharmacodynamics background:#ccccff
Category:Primary alcohols
Category:Protein dyes
Category:Sedatives
Category:GABAA receptor positive allosteric modulators
Category:Glycine receptor agonists
Category:NMDA receptor antagonists
Category:Chloroethanols
Category:Trichloromethyl compounds
Category:Recreational drug metabolites
Category:Organic compounds with 2 carbon atoms