Description Chemical properties Uses Preparation method Hazards & Safety Information
ChemicalBook > CAS DataBase List > 2,2,2-Trifluoroethanol

2,2,2-Trifluoroethanol

Description Chemical properties Uses Preparation method Hazards & Safety Information
Product Name
2,2,2-Trifluoroethanol
CAS No.
75-89-8
Chemical Name
2,2,2-Trifluoroethanol
Synonyms
TFE;CF3CH2OH;TRIFLUOROETHANOL;2,2,2-TRIFLUROETHANOL;TFETOH;2,2,2-Trifluoroethan;2,2,2-Trifluorethanol;2,2,2-Trifluoroethyl alcohol;TFEA;TFE/TFEA
CBNumber
CB5736665
Molecular Formula
C2H3F3O
Formula Weight
100.04
MOL File
75-89-8.mol
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2,2,2-Trifluoroethanol Property

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.
solubility 
soluble in Chloroform, Methanol
pka
12.4(at 25℃)
form 
Liquid
color 
Clear colorless
Specific Gravity
1.373
Odor
Alcoholic odour
PH Range
5-7 (10% aq soln)
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
Merck 
14,9682
BRN 
1733203
Dielectric constant
8.5500000000000007
Stability:
Stable. Flammable - note wide explosion limits. Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, sodium, potassium.
InChIKey
RHQDFWAXVIIEBN-UHFFFAOYSA-N
CAS DataBase Reference
75-89-8(CAS DataBase Reference)
NIST Chemistry Reference
Ethanol, 2,2,2-trifluoro-(75-89-8)
EPA Substance Registry System
2,2,2-Trifluoroethanol (75-89-8)
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Safety

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
Toxicity
LD50 orally in Rabbit: 240 mg/kg LD50 dermal Rat 1680 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H318Causes serious eye damage

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
91683
Product name
2,2,2-Trifluoroethanol
Purity
analytical standard, for NMR spectroscopy
Packaging
25ml
Price
$133
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08259
Product name
2,2,2-Trifluoroethanol
Purity
for synthesis
Packaging
100mL
Price
$62.1
Updated
2024/03/01
Sigma-Aldrich
Product number
91683
Product name
2,2,2-Trifluoroethanol
Purity
analytical standard, for NMR spectroscopy
Packaging
100ml
Price
$490
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08259
Product name
2,2,2-Trifluoroethanol
Purity
for synthesis
Packaging
250ML
Price
$144
Updated
2024/03/01
Sigma-Aldrich
Product number
8.08259
Product name
2,2,2-Trifluoroethanol
Purity
for synthesis
Packaging
1L
Price
$357
Updated
2024/03/01
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2,2,2-Trifluoroethanol Chemical Properties,Usage,Production

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.

Chemical Properties

Colorless liquid

Uses

Trifluoroethanol serves as a solvent and a raw material in organic chemistry and biology. TFE is a solvent of choice for hydrogen peroxide-mediated oxidations of sulfides. Trifluoroethanol acts as a protein denaturant. It is used in the manufacture of certain pharmaceuticals and drug substances. The drug fluromer, which is 2,2,2-trifluoro-1-vinyloxyethane, is the vinyl ether of trifluorethanol. It is an effective solvent for peptides and proteins, and used for NMR-based protein folding studies, and in the manufacture of nylon. As a source of the trifluoromethyl group, it is employed in several organic reactions, for example in Still-Gennari modification of Horner-Wadsworth-Emmons reaction (HWE) reaction.

Uses

2,2,2-Trifluoroethanol (Trifluoroethyl alcohol, TFE) is used to study the conformational states of proteins and the folding refolding processes of proteins.

Uses

In 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.

Definition

ChEBI: 2,2,2-trifluoroethanol is a fluoroalcohol. It is functionally related to an ethanol.

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-.

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.]

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View Lastest Price from 2,2,2-Trifluoroethanol manufacturers

Hebei Duling International Trade Co. LTD
Product
2,2,2-Trifluoroethanol 75-89-8
Price
US $25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Ton
Release date
2023-02-07
Henan Bao Enluo International TradeCo.,LTD
Product
2,2,2-Trifluoroethanol 75-89-8
Price
US $20.00/kg
Min. Order
1kg
Purity
99.99%
Supply Ability
50000tons
Release date
2023-08-11
Beijing Sunsoly S&T Co.,Ltd
Product
2,2,2-Trifluoroethanol 75-89-8
Price
US $0.00/kg
Min. Order
0.5kg
Purity
99%
Supply Ability
100kg
Release date
2023-08-31

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