Basic information Description Chemical properties Uses Preparation method Hazards & Safety Information Safety Related Supplier
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2,2,2-Trifluoroethanol

Basic information Description Chemical properties Uses Preparation method Hazards & Safety Information Safety Related Supplier
2,2,2-Trifluoroethanol Basic information
2,2,2-Trifluoroethanol Chemical Properties
  • Melting point:−44 °C(lit.)
  • Boiling point:77-80 °C(lit.)
  • Density 1.391 g/mL at 20 °C
  • vapor density 3.5 (vs air)
  • vapor pressure 70 mm Hg ( 25 °C)
  • refractive index n20/D 1.3(lit.)
  • Flash point:85 °F
  • storage temp. Store below +30°C.
  • pka12.4(at 25℃)
  • form Liquid
  • color Clear colorless
  • Specific Gravity1.373
  • OdorAlcoholic odour
  • PH Range5-7 (10% aq soln)
  • explosive limit8.4-28.8%(V)
  • Water Solubility Miscible with water, ethers, ketones, alcohols and chloroform.
  • λmaxλ: 260 nm Amax: ≤0.03
    λ: 280 nm Amax: ≤0.02
  • Merck 14,9682
  • BRN 1733203
  • Stability:Stable. Flammable - note wide explosion limits. Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, sodium, potassium.
  • InChIKeyRHQDFWAXVIIEBN-UHFFFAOYSA-N
  • CAS DataBase Reference75-89-8(CAS DataBase Reference)
  • NIST Chemistry ReferenceEthanol, 2,2,2-trifluoro-(75-89-8)
  • EPA Substance Registry System2,2,2-Trifluoroethanol (75-89-8)
Safety Information
  • Hazard Codes Xn,T,F
  • Risk Statements 10-20/21/22-37/38-41-62-38-36/37/38
  • Safety Statements 26-36-39-45-36/37/39-16
  • RIDADR UN 1986 3/PG 3
  • WGK Germany 1
  • RTECS KM5250000
  • Autoignition Temperature~896 °F
  • Hazard Note Flammable/Toxic
  • TSCA Yes
  • HazardClass 3
  • PackingGroup III
  • HS Code 29055910
  • ToxicityLD50 orally in Rabbit: 240 mg/kg LD50 dermal Rat 1680 mg/kg
MSDS
2,2,2-Trifluoroethanol Usage And Synthesis
  • Description2,2,2-trifluoroethanol or trifluoroethanol is called TFEA or TEF, it is important intermediate of the fluorine-containing aliphatic, it is colorless, it is miscible liquids with water, it has similar odor with ethanol. Due to the strong electron-withdrawing effect of trifluoromethyl, acid of trifluoromethyl is stronger than ethanol, it can generate hydrogen-bonded stable complex (such as: tetrahydrofuran, pyridine) with heterocyclic compound. Due to this unique physical and chemical properties and special molecular structure, it has different performance with other alcohols, it can participate in a variety of organic reactions, it can be oxidized to acetaldehyde trifluoromethyl or trifluoroacetic acid, it can also provide trifluoromethyl, it can participate in the Still-Gennari improvements of Horner-Wadsworth-Emmons reaction. It has wide range of uses in medicine, pesticides, dyes, energy, and other aspects of organic synthesis.
    The main use of trifluoroethanol is as anesthetic, at the earliest, fluorine acetylene ether which synthesized by trifluoroethanol and acetylene takes place of bigger side effects of bromine-fluoro alkanes as anesthetic, and then trichloroethanol is used as raw material to develop non-flammable, low toxicity isoflurane alkanes and high performance of the new anesthetic of chlorofluoroalkane. Trifluoroethanol can be introduced into drug structure as trifluoromethyl of functional group, it can generate significant physiological activity, increase fat-soluble of molecules, improve efficacy or reduce side effects of the organism, its synthetic drugs have central nervous system stimulants fluticasone Seoul, substituted pyridines stomach cytoplasmic proton pump inhibitor Lansoprazole and Pariprazole, antiarrhythmic drugs flecainide with amines and analgesic drugs benzodiazepines and dysuria treatment KMD-3212 and so on.
  • Chemical propertiesBoiling point is 73.6℃, melting point is-43.5℃, refractive index is 1.2940, density (25 ℃) is 1.383g/cm3, enthalpy of evaporation is 37.8kJ/mol.
  • Uses(1) It can be used as import agent of trifluoroethyl and trifluoroacetic ethoxycarbonyl agent, synthetic narcotics fluoride ether (Fluroxene), isoflurane (Isoflurane) and to chlorine halothane (Desflurane), central nervous system stimulants fluticasone Seoul (Flowotyl), proton pump inhibitor lansoprazole (Lansoprazol, pp inhibitors), anti-arrhythmic drugs flecainide with amine (Flecamide), analgesics, benzodiazepines (Quazepam), difficulty urinating therapeutic drug KMD-3213, herbicide trifluoromethyl thiomethyl (Triflusulfuronmethyl).
    (2) It can be used for chemical reagents.
    (3) It can be used as solvent, it can be used as import agent of trifluoroethyl and trifluoroacetic ethoxycarbonyl agent, it can be also used as pharmaceutical, pesticide intermediates.
    (4) It can be used as solvent, it is also used as medicine, pesticide intermediates.
  • Preparation methodSince 1933 Swarts used trifluoroacetic anhydride as raw material, catalytic reduction method was used to get trichloroethanol, we have developed a series of synthetic methods. According to the type, the reaction can be divided into three kinds: oxidation, reduction and hydrolysis. According to raw material, it can be divided trifluoroacetic acid method, trifluoroacetyl chloride method, trifluoroacetic anhydride method, trifluoroacetate law, trifluoroacetic acetaldehyde, polyvinylidene fluoride method, trifluoroethane (HFC-143a) method and trifluoro chloroethane (HCFC-133a) method.
  • Hazards & Safety InformationCategory: Flammable liquid
    Toxicity grading: highly toxic
    Acute oral toxicity-rat LD50: 240 mg/kg; Oral-Mouse LD50: 366 mg/kg
    Irritation data: Skin-Rabbit 0.75 mg/24 hours and severe; Eyes-rabbit 20 mg/24 hr mild
    Flammability hazard characteristics: When meets fire, heat, oxidants, it is flammable; it can burn and generate toxic fluoride fumes.
    Storage characteristics: Treasury ventilation low-temperature drying; it should be stored separately with oxidants.
    Extinguishing agent: Dry powder, dry sand, carbon dioxide, foam, 1211 fire extinguishing agent.
  • Chemical PropertiesColorless liquid
  • UsesIn synthesis of medical anaesthetics, pharmaceuticals, and agrochemicals; in polymerizations. Protein denaturant; stabilizes peptide structures. Cleaning solvent; eluent in HPLC separations; working fluid in Rankine heat cycle systems. Environmentally friendly alternative to CFCs.
  • Safety ProfilePoison by ingestion, intravenous, and intraperitoneal routes. Moderately toxic by inhalation and skin contact. Experimental reproductive effects. A severe skin and eye irritant. When heated to decomposition it emits toxic fumes of F-.
  • Purification MethodsDry it with CaSO4 and a little NaHCO3 (to remove traces of acid) and distil it. Highly TOXIC vapour. [Beilstein 1 IV 1370.]
2,2,2-Trifluoroethanol Preparation Products And Raw materials
2,2,2-Trifluoroethanol(75-89-8)Related Product Information
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