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2,2,2-Trifluoroethanol, 99+%
Description
Chemical Properties
· Formula : C2H3F3O
· Formula weight : 100.04
· Melting Point : -44°
· Boiling Point : 74-75°
· Flash point : 29°(84°F)
· Density : 1.391
· Refractive Index : 1.2900
· Sensitivity : Ambient temperatures.
· Form : Liquid
· Solubility : Miscible with water, ethers, ketones, alcohols and chloroform.
Literature References
Useful ionizing solvent, see: Tetrahedron Lett., 2335 (1974), and references therein. Good solvent for oligopeptides with potential as a cosolvent along with proton acceptors such as DMF for peptide coupling reactions: Tetrahedron Lett., 33, 7007 (1992). Compare 1,1,1,3,3,3-Hexafluoro-2-propanol, A12747.
Effective solvent for uncatalyzed epoxidations of alkenes with hydrogen peroxide (caution! 60%): Synlett, 248 (2001). For a review of fluorinated alcohols as solvents for selective and clean reactions, see: Synlett, 18 (2004).
Trifluoroethyl esters have also found use as active esters in peptide coupling; see, for example: J. Chem. Soc., Perkin 1, 2867 (1996).
Reacts with triphenylphosphine dibromide to give the bis(trifluoroethoxy)phosphorane, which converts alcohols to trifluoroethyl ethers, carboxylic acids to trifluoroethyl esters and aldehydes to bis(trifluoroethyl) acetals: J. Org. Chem., 45, 5052 (1980).
The stereodirecting effect of the MEM group (see 2-Methoxyethoxymethyl chloride, L01050) has been exploited by Percy et al in the formation of a new fluorine-containing acyl anion equivalent: Tetrahedron, 51, 9201 (1995):
Claisen or Wittig rearrangements of the derived difluoroallyl alcohols can be used in routes 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).
Applications
Trifluoroethanol serves as a solvent and a raw material in organic chemistry and biology.
TFE is a solvent of choice for hydrogen peroxide-mediated oxidations of sulfides. Trifluoroethanol acts as a protein denaturant.
It is used in the manufacture of certain pharmaceuticals and drug substances. The drug fluromer, which is 2,2,2-trifluoro-1-vinyloxyethane, is the vinyl ether of trifluorethanol.
It is an effective solvent for peptides and proteins, and used for NMR-based protein folding studies, and in the manufacture of nylon.
As a source of the trifluoromethyl group, it is employed in several organic reactions, for example in Still-Gennari modification of Horner-Wadsworth-Emmons reaction (HWE) reaction.
Notes
Moisture sensitive.
Other References:
· Beilstein : 1733203
· UN# : UN1992
GHS Hazard and Precautionary Statements
Hazard Statements : H301-H311-H331-H315-H335-H318-H226
Toxic if swallowed.Toxic in contact with skin.Toxic if inhaled.Causes skin irritation.May cause respiratory irritation.Causes serious eye damage.Flammable liquid and vapour.
Precautionary Statements : P210-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking.IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower.IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.Remove/Take off immediately all contaminated clothing.Store locked up.Dispose of contents/container in accordance with local/regional/national/international regulations.
위험 및 안전 코드
위험 문구 : 10-20/21/22-37/38-41
Flammable.Harmful by inhalation, in contact with skin and if swallowed.Irritating to respiratory system and skin.Risk of serious damage to eyes.
안전 문구 : 9-23-26-36/37/39-60
Keep container in a well-ventilated place.Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).
In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
Wear suitable protective clothing, gloves and eye/face protection.This material and its container must be disposed of as hazardous waste
· TSCA : 예
· RTECS : KM5250000