2,2,2-Trifluoroethanol
Trifluoroethanol (TFE), 2,2,2-Trifluoroethyl alcohol,
β,β,β-Trifluoroethyl alcohol, Perfluoro-1,1-dihydroethanol,
Fluorinol 85, is the organic compound with the formula
CF3CH2OH. 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. Thus, TFE
forms stable complexes also with heterocycles (e.g. THF or pyridine)
through hydrogen bonding.
Trifluoroethanol (TFE) is produced industrially by hydrogenation or the hydride reduction of derivatives of trifluoroacetic acid, such as the esters or acid chloride. TFE can also be prepared by hydrogenolysis of compounds of generic formula CF3−CHOH−OR (where R is hydrogen or an alkyl group containing from one to eight carbon atoms), in the presence of a palladium containing catalyst deposited on activated charcoal. As a co-catalyst for this conversion tertiary aliphatic amines like triethylamine are commonly employed.
Uses
Oxidation of trifluoroethanol yields trifluoroacetaldehyde or trifluoroacetic acid. It also serves as a source of the trifluoromethyl group for various chemical reactions (Still-Gennari modification of HWE reaction). 2,2,2-trifluoro-1-vinyloxyethane, an inhaled drug introduced clinically under the tradename Fluromar, features a vinylether of trifluorethanol. This species was prepared by the reaction of trifluoroethanol with acetylene
Package & Transport
Package Size: 180kg/drum
UN Number: 1987, 2929
Hazard Class: 3, 6.1
Notice
1. Keep away from heat, sparks, and flame. Flammables-area.
2. Keep container closed when not in use. Corrosives area.
3. Keep containers tightly closed.
2,2,2-Trifluoroethanol
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Molecular formula | C2H3F3O (CF3CH2OH) |
Molar mass | 100.04 g/mol |
IUPAC Name
Identifiers
CAS number | 75-89-8 |
EC number | 200-913-6 |
ChemSpider | 21106169 |
RTECS number | KM5250000 |
DrugBank | DB03226 |
ChEBI | CHEBI:42330 |
PubChem | 6409 |
Jmol-3D images | Image 1, image 2 |
SMILES[show]
InChI[show]
Properties
Appearance | Colorless liquid |
Density | 1.325±0.06 g/cm3 |
Melting point | -43.5℃ (239.65 K) |
Boiling point | 74℃ (347.15 K) |
Vapour pressure | 71 mmHg |
Solubility in water | miscible |