| Identification | More | [Name]
2,2,2-Trifluoroethanol | [CAS]
75-89-8 | [Synonyms]
1H,1H-TRIFLUOROETHANOL
2，2，2-Trifiuoroethyl alcohol
2,2,2-TRIFLUOROETHANOL
2,2,2-TRIFLUROETHANOL
BETA,BETA,BETA-TRIFLUOROETHANOL
BETA,BETA,BETA-TRIFLUOROETHYL ALCOHOL
PERFLUORO-1,1-DIHYDROETHANOL
TFE
TFETOH
TRIFLUOROETHANOL
TRIFLUOROETHYL ALCOHOL
VITAS-BB TBB000650
1,1H-perfluoroethanol
2,2,2-Thifluoroethanol
2,2,2-trifluoro-ethano
2,2,2-Trifluoroethyl alcohol
2,2,2-trifluoroethylalcohol
beta,beta,beta-trifluoroethanol2,2,2-trifluoroethylalcohol,tfe
CF3CH2OH
Ethanol,2,2,2-trifluoro- | [EINECS(EC#)]
200-913-6 | [Molecular Formula]
C2H3F3O | [MDL Number]
MFCD00004672 | [Molecular Weight]
100.04 | [MOL File]
75-89-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Colorless liquid | [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.)
| [Fp ]
85 °F
| [storage temp. ]
Store at RT. | [solubility ]
soluble in Chloroform, Methanol | [form ]
Liquid | [pka]
12.4(at 25℃) | [color ]
Clear colorless | [Specific Gravity]
1.373 | [Odor]
Alcoholic odour | [PH Range]
5-7 (10% aq soln) | [Stability:]
Stable. Flammable-note wide explosion limits. Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, sodium, potassium. | [explosive limit]
8.4-28.8%(V) | [Water Solubility ]
Miscible with water, ethers, ketones, alcohols and chloroform. | [λmax]
λ: 260 nm Amax: ≤0.03
λ: 280 nm Amax: ≤0.02 | [Detection Methods]
HPLC,NMR,GC | [Merck ]
9682 | [BRN ]
1733203 | [Dielectric constant]
8.5500000000000007 | [InChIKey]
RHQDFWAXVIIEBN-UHFFFAOYSA-N | [CAS DataBase Reference]
75-89-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanol, 2,2,2-trifluoro-(75-89-8) | [Storage Precautions]
Store under nitrogen;Moisture sensitive | [EPA Substance Registry System]
75-89-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,F | [Risk Statements ]
R10:Flammable.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R41:Risk of serious damage to eyes.
R62:Possible risk of impaired fertility.
R38:Irritating to the skin.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S39:Wear eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S16:Keep away from sources of ignition-No smoking . | [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 | [Safety Profile]
Poison 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-. | [Toxicity]
LD50 orally in Rabbit: 240 mg/kg LD50 dermal Rat 1680 mg/kg |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
2,2,2-Trifluorodiazoethane-->Benzene, [(2,2,2-trifluoroethoxy)methyl]--->4-(prop-1-en-2-yl)phenyl acetate | [Preparation Products]
2-Chloromethyl-3-methyl-4-(2,2,2-trifluoroethoxy)pyridine hydrochloride-->6-(2,2,2-TRIFLUOROETHOXY)NICOTINIC ACID-->2-(2,2,2-TRIFLUOROETHOXY)PYRIDINE-3-CARBOXYLIC ACID-->TRIS(2,2,2-TRIFLUOROETHYL)PHOSPHATE-->TRIFLUOROACETALDEHYDE HYDRATE-->3,3,3-Trifluoropropionic acid-->Isoflurane-->1,1,1,2-Tetrafluoroethane-->2-CHLORO-1,1,1-TRIFLUOROETHANE-->pent-1-en-3-yne-->1,3,2-Dioxaphospholane, 2-(2,2,2-trifluoroethoxy)-, 2-oxide-->2-Hydroxy-1,3,2-dioxaphospholane 2-oxide-->2,6-BIS(2,2,2-TRIFLUOROETHOXY)BENZONITRILE-->2,2,2-TRIFLUOROETHYL CHLOROFORMATE-->1,1,2,3,3,3-HEXAFLUOROPROPYL 2,2,2-TRIFLUOROETHYL ETHER-->Potassium trifluoroacetate |
| Questions And Answer | Back Directory | [Description]
2,2,2-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 properties]
Boiling 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 method]
Since 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 Information]
Category: 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. |
| Hazard Information | Back Directory | [Definition]
ChEBI: 2,2,2-trifluoroethanol is a fluoroalcohol. It is functionally related to an ethanol. | [Purification Methods]
Dry it with CaSO4 and a little NaHCO3 (to remove traces of acid) and distil it. Highly TOXIC vapour. [Beilstein 1 IV 1370.] |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,2,2-Trifluoroethanol(75-89-8)MS
2,2,2-Trifluoroethanol(75-89-8)1HNMR
2,2,2-Trifluoroethanol(75-89-8)13CNMR
2,2,2-Trifluoroethanol(75-89-8)IR1
2,2,2-Trifluoroethanol(75-89-8)Raman
|
| Well-known Reagent Company Product Information | Back Directory | [Acros Organics]
2,2,2-Trifluoroethanol, extra pure, 99.8%(75-89-8) | [Alfa Aesar]
2,2,2-Trifluoroethanol, NMR grade, 99.5%(75-89-8) | [Sigma Aldrich]
75-89-8(sigmaaldrich) | [TCI AMERICA]
2,2,2-Trifluoroethanol,>99.0%(GC)(75-89-8) |
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