2,2,2-Trifluoroethanol

2,2,2-Trifluoroethanol is the organic compound with the formula CF3CH2OH. Also known as TFE or trifluoroethyl alcohol, this colourless, water-miscible liquid has a smell reminiscent of ethanol. Due to the electronegativity of the trifluoromethyl group, this alcohol exhibits a stronger acidic character compared to ethanol.

2,2,2-Trifluoroethanol
Names
Preferred IUPAC name
2,2,2-Trifluoroethan-1-ol
Other names
2,2,2-Trifluoroethanol
Identifiers
3D model (JSmol)
1733203
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.831
EC Number
  • 200-913-6
2532
PubChem CID
UNII
  • InChI=1S/C2H3F3O/c3-2(4,5)1-6/h6H,1H2 N
    Key: RHQDFWAXVIIEBN-UHFFFAOYSA-N N
  • InChI=1/C2H3F3O/c3-2(4,5)1-6/h6H,1H2
    Key: RHQDFWAXVIIEBN-UHFFFAOYAH
SMILES
  • OCC(F)(F)F
  • FC(F)(F)CO
Properties
C2H3F3O
Molar mass 100.04 g/mol
Appearance Colorless liquid
Density 1.325±0.06 g/mL @ 20 °C, 760 Torr liquid
Melting point −43.5 °C (−46.3 °F; 229.7 K)
Boiling point 74.0 °C (165.2 °F; 347.1 K)
Miscible
Solubility in ethanol Miscible
Acidity (pKa) 12.46±0.10 Most Acidic Temp: 25 °C
Viscosity 0.9 cSt @ 37.78 °C
Thermochemistry
-886.6 kJ/mol
Hazards
GHS labelling:
Danger
H226, H301, H312, H315, H318, H331, H332, H335, H360, H373
P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P281, P301+P310, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P310, P311, P312, P314, P321, P322, P330, P332+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)
2
3
1
Related compounds
Related alcohols
Hexafluoro-2-propanol
Related compounds
1,1,1-Trifluoroethane
Trifluoroacetic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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