Trifluoroethanol serves together a solvent and also a raw product in necessary chemistry and biology. TFE is a solvent of choice for hydrogen peroxide-mediated oxidations the sulfides. Trifluoroethanol acts together a protein denaturant. The is offered in the to produce of particular pharmaceuticals and drug substances. The drug fluromer, which is 2,2,2-trifluoro-1-vinyloxyethane, is the vinyl ether that trifluorethanol. That is an effective solvent because that peptides and proteins, and used for NMR-based protein folding studies, and in the produce of nylon. As a resource of the trifluoromethyl group, that is to work in several organic reactions, for instance in Still-Gennari change of Horner-Wadsworth-Emmons reaction (HWE) reaction.

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Notes


Moisture sensitive.

Literature References

valuable ionizing solvent, see: Tetrahedron Lett., 2335 (1974), and references therein. Great solvent for oligopeptides with potential as a cosolvent along with proton acceptors such together DMF for peptide coupling reactions: Tetrahedron Lett., 33, 7007 (1992). To compare 1,1,1,3,3,3-Hexafluoro-2-propanol, A12747.

reliable solvent because that uncatalyzed epoxidations that alkenes v hydrogen peroxide (caution! 60%): Synlett, 248 (2001). Because that a testimonial of fluorinated alcohols as solvents for selective and also clean reactions, see: Synlett, 18 (2004).

Trifluoroethyl esters have likewise found usage as active esters in peptide coupling; see, for example: J. Chem. Soc., Perkin 1, 2867 (1996).

Reacts v triphenylphosphine dibromide to give the bis(trifluoroethoxy)phosphorane, which converts alcohols come trifluoroethyl ethers, carboxylic acids to trifluoroethyl esters and also aldehydes come bis(trifluoroethyl) acetals: J. Org. Chem., 45, 5052 (1980).

The stereodirecting effect of the MEM team (see 2-Methoxyethoxymethyl­ chloride, L01050) has been exploited through Percy et al in the development of a new fluorine-containing acyl anion equivalent: Tetrahedron, 51, 9201 (1995):

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Claisen or Wittig rearrangements of the derived difluoroallyl alcohols deserve to be supplied in paths to molecules containing a CF2 group: Tetrahedron, 51, 11327 (1995); J. Org. Chem., 61, 166 (1996), or to monofluorinated vinylic compounds: Tetrahedron Lett., 37, 5183 (1996).

Bava, Y. B.; Martínez, Y. B.; Betancourt, A. M.; Erben, M. F.; Filho, R. L. C.; Védova, C. O. D.; Romano, R. M. Ionic Fragmentation instrument of 2, 2, 2-Trifluoroethanol following Excitation with Synchrotron Radiation. ChemPhysChem 2015, 16 (2), 322-330.

Scodeller, I.; Salvini, A.; Manca, G.; Ienco, A.; Luconi, L.; Oberhauser, W. 2,2,2-Trifluoroethanol-assisted imine hydrogenation by a Ru-monohydride. Inorg. Chim. Acta 2015, 431, 242-247.


GHS Hazard and Precautionary Statements

Hazard Statements:H226-H301+H331-H318-H360F-H373

Flammable liquid and also vapour. Toxic if swallowed. Toxicity if inhaled. Reasons serious eye damage. May damage fertility. May reason damage to organs through an extensive or repetitive exposure.

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Precautionary Statements:P210-P280-P302+P352-P304+P340-P305+P351+P338-P310

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear security gloves/protective clothing/eye protection/face protection. IF on SKIN: Wash through plenty the soap and also water. IF INHALED: remove to new air and also keep at rest in a place comfortable because that breathing. IF IN EYES: rinse cautiously with water for several minutes. Remove contact lenses, if present and easy come do. Continue rinsing. Immediately call a POISON facility or doctor/physician.