2,2,2-Trifluoroethanol

• Catalog No.: A10788
• CAS Number: 75-89-8
• M. F.: C2H3F3O
• M. W.: 100.0398296
• Purity: 99+%

SYNONYMS

• Title: 2,2,2-三氟乙醇
• IUPAC name: 2,2,2-trifluoroethan-1-ol
• IUPAC Traditional name: trifluoroethanol
• Synonyms: Trifluoroethyl alcohol

DATABASE IDS

• CAS Number: 75-89-8
• MDL Number: MFCD00004672
• EC Number: 200-913-6
• Beilstein Number: 1733203

PROPERTIES

• Purity: 99+%
• Boiling Point: 74-75°C
• Density: 1.391
• Flash Point: 29°C(84°F)
• Melting Point: -44°C
• Refractive Index: 1.2900
• GHS Hazard statements: H301-H311-H331-H315-H335-H318-H226
• European Hazard Symbols: X
• GHS Precautionary statements: P210-P301+P310-P303+P361+P353-P305+P351+P338-P361-P405-P501A
• Risk Statements: 10-20/21/22-37/38-41
• RTECS: KM5250000
• Safety Statements: 9-23-26-36/37/39-60
• TSCA Listed: 是
• Hazard Class: 3
• UN Number: UN1992
• Packing Group: III

REFERENCES

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