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75-89-8

Basic Information
CAS No.: 75-89-8
Name: 2,2,2-Trifluoroethanol
Article Data: 132
Cas Database
Molecular Structure:
Molecular Structure of 75-89-8 (2,2,2-Trifluoroethanol)
Formula: C2H3F3O
Molecular Weight: 100.04
Synonyms: Trifluoroethanol;2,2,2-Trifluoroethanol, 99.8%;beta.,.beta.,.beta.-Trifluoroethyl alcohol;Fluorinol 85;2,2,2-Trifluoroethyl alcohol;beta,beta,beta-Trifluoroethyl alcohol;2,2,2,-Trifluoroethanol(TFE);2,2,2-Trifluoroethanol; TFE;2,2,2-Trifluoro Ethanol;Trifluoro Ethanol;Ethanol, 2,2,2-trifluoro-;Trifluoro Ethanol(L);Ethanol, 2,2, 2-trifluoro-;
EINECS: 200-913-6
Density: 1.325 g/cm3
Melting Point: -44 °C(lit.)
Boiling Point: 74 °C at 760 mmHg
Flash Point: 29.4 °C
Solubility: Misible soluble with water
Appearance: colorless liquid
Hazard Symbols: ToxicT,FlammableF,HarmfulXn
Risk Codes: 10-20/21/22-37/38-41-62-38-36/37/38
Safety: 26-36-39-45-36/37/39-16
Transport Information: UN 1986 3/PG 3
PSA: 20.23000
LogP: 0.54100
Synthetic route
367-64-6

n-butyl trifluoroacetate

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; potassium tert-butylate; hydrogen In 1,4-dioxane at 40℃; under 7500.75 Torr; for 16h; Time; Concentration; Pressure; Temperature; Glovebox; Inert atmosphere;99%
With lithium aluminium tetrahydride; diethyl ether
431-47-0

trifluoroacetic acid-methyl ester

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 60℃; under 22502.3 Torr; for 2h; Pressure; Temperature; Time; Concentration; Reagent/catalyst; Autoclave;99%
With hydrogen; phosphan
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 40℃; under 19001.3 Torr; for 24h; Autoclave; Inert atmosphere;98 %Spectr.
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 40℃; under 18751.9 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Autoclave;92 %Spectr.
With C46H43N7OPRu(1+)*BF4(1-); potassium tert-butylate; hydrogen In 1,4-dioxane at 100℃; under 37503.8 Torr; for 2h; Inert atmosphere; Autoclave;100 %Spectr.
117068-31-2

(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-n-decyl)trifluoroacetate

A

75-89-8

2,2,2-trifluoroethanol

B

678-39-7

3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A 99%
B n/a
351-70-2

benzyl trifluoroacetate

A

75-89-8

2,2,2-trifluoroethanol

B

100-51-6

benzyl alcohol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A 99%
B n/a
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen In toluene at 90℃; under 52505.3 Torr; for 17h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Glovebox;
With C21H35BrMnN2O2P; hydrogen; potassium hydride; 1,3,5-trimethyl-benzene In toluene at 100℃; under 15001.5 Torr; for 28h; Autoclave; Inert atmosphere;A 78 %Spectr.
B 99 %Spectr.
With C21H35BrMnN2O2P; hydrogen; potassium hydride In toluene at 100℃; under 15001.5 Torr; for 28h;A 78 %Spectr.
B 99 %Spectr.
1524-14-7

4-methylbenzyl trifluoroacetate

A

75-89-8

2,2,2-trifluoroethanol

B

589-18-4

4-Methylbenzyl alcohol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A 99%
B n/a
681035-98-3

4-(trifluoromethyl)benzyl trifluoroacetate

A

349-95-1

4-(trifluoromethyl)benzylic alcohol

B

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A n/a
B 99%
139058-95-0

4-fluorobenzyl trifluoroacetate

A

459-56-3

4-fluorobenzylic alcohol

B

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A n/a
B 97%
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; triethylamine In toluene at 90℃; under 52505.3 Torr; for 17h; Inert atmosphere; Glovebox;
75-88-7

1,1,1-trifluoro-2-chloroethane

75-89-8

2,2,2-trifluoroethanol

Conditions
ConditionsYield
With potassium γ-hydroxybutyrate In 4-butanolide at 200℃; under 11251.1 Torr; for 6h;96%
With 4-butanolide; potassium hydroxide at 200℃; under 11251.1 Torr; for 6h;68%
With potassium acetate; ethylene glycol; acetic acid
164071-20-9

cyclohexylmethyl trifluoroacetate

A

75-89-8

2,2,2-trifluoroethanol

B

100-49-2

cyclohexylmethyl alcohol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 48h; Glovebox; Inert atmosphere;A 95%
B n/a
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen In toluene at 110℃; under 52505.3 Torr; for 17h; Catalytic behavior; Solvent; Temperature; Inert atmosphere; Glovebox;
383-67-5

allyl trifluoroacetate

A

75-89-8

2,2,2-trifluoroethanol

B

107-18-6

allyl alcohol

Conditions
ConditionsYield
With trans-[(2,6-bis(di-tert-butylphosphinomethyl)pyridine)Fe(H)2(CO)]; hydrogen; sodium methylate In 1,4-dioxane at 40℃; under 18751.9 Torr; for 16h; Glovebox; Inert atmosphere;A 95%
B n/a
With trimethylamine-N-oxide; tricarbonyl(η4-1,3-bis(trimethylsilyl)-4,5,6,7-tetrahydro-2H-inden-2-one)iron; hydrogen; triethylamine In toluene at 90℃; under 52505.3 Torr; for 17h; Inert atmosphere; Glovebox;
With C21H35BrMnN2O2P; hydrogen; potassium hydride; 1,3,5-trimethyl-benzene In toluene at 100℃; under 15001.5 Torr; for 60h; Autoclave; Inert atmosphere;A 97 %Spectr.
B 96 %Spectr.
With C21H35BrMnN2O2P; hydrogen; potassium hydride In toluene at 100℃; under 15001.5 Torr; for 60h;A 97 %Spectr.
B 96 %Spectr.
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  • 2,2,2-Trifluoroethanol

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Chemistry

Molecular Structure of 2,2,2-Trifluoroethanol (CAS NO.75-89-8):

Molecular formula: C2H3F3O
Molar weight: 100.04
H bond acceptors: 1
H bond donors: 1
Freely Rotating Bonds: 1
Polar Surface Area: 20.23 Å2
Index of Refraction: 1.281
Molar Refractivity: 13.3 cm3
Molar Volume: 75.4 cm3
Surface Tension: 16.5 dyne/cm
Density: 1.325 g/cm3
Flash Point: 29.4 °C
Enthalpy of Vaporization: 36.76 kJ/mol
Boiling Point: 74 °C at 760 mmHg
Vapour Pressure: 77.3 mmHg at 25°C
EINECS: 200-913-6
Melting point: -44 °C(lit.)
Merck: 9682
BRN: 1733203
Storage temp: Store at RT
Appearance: Colorless liquid
InChI
InChI=1/C2H3F3O/c3-2(4,5)1-6/h6H,1H2
Smiles
C(CO)(F)(F)F
Stability: Stable. Flammable - note wide explosion limits. Moisture sensitive. Incompatible with strong oxidizing agents, strong acids, sodium, potassium
Product Categories: Organics; API intermediates; Other Reagents; Fluorinated Building Blocks; Fluorinating Reagents & Building Blocks for Fluorinated Biochemical Compounds; Synthetic Organic Chemistry; Chemistry

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 400mg/kg (400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Toxicology and Applied Pharmacology. Vol. 15, Pg. 83, 1969.
mouse LC50 inhalation 2900mg/m3 (2900mg/m3) BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)"

BEHAVIORAL: GENERAL ANESTHETIC

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 13(10), Pg. 29, 1969.
mouse LD50 intraperitoneal 158mg/kg (158mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Annales Medicinae Experimentalis et Biologiae Fenniae. Vol. 46, Pg. 242, 1968.
mouse LD50 intravenous 250mg/kg (250mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Annales Medicinae Experimentalis et Biologiae Fenniae. Vol. 46, Pg. 242, 1968.
mouse LD50 oral 366mg/kg (366mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Toxicology and Applied Pharmacology. Vol. 15, Pg. 83, 1969.
rabbit LD50 skin 390uL/kg (0.39mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0555986,
rat LC50 inhalation 470ppm/6H (470ppm) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0555986,
rat LD50 intraperitoneal 210mg/kg (210mg/kg)   Toxicology and Applied Pharmacology. Vol. 71, Pg. 84, 1983.
rat LD50 oral 240mg/kg (240mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 607, 1969.
rat LD50 skin 1680mg/kg (1680mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 607, 1969.

Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

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.
Hazard Codes: Xn, T, F
Hazard Note: Flammable/Toxic
The Risk Statements information of 2,2,2-Trifluoroethanol (CAS NO.75-89-8):
10:  Flammable 
41:  Risk of serious damage to eyes 
62:  Possible risk of impaired fertility 
20/21/22:  Harmful by inhalation, in contact with skin and if swallowed 
37/38:  Irritating to respiratory system and skin 
36/37/38:  Irritating to eyes, respiratory system and skin 
The Safety Statements information of  2,2,2-Trifluoroethanol (CAS NO.75-89-8):
16:  Keep away from sources of ignition - No smoking 
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:  Wear suitable protective clothing 
39:  Wear eye/face protection 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection  
RIDADR: UN 1986 3/PG 3
WGK Germany: 1
RTECS: KM5250000
Hazard Note: Flammable/Toxic
HazardClass: 3
PackingGroup: III
HS Code: 29055910

Specification

 2,2,2-Trifluoroethanol , with CAS number of 75-89-8, can be called Trifluoroethanol ; 2,2,2-Trifluoroethanol, 99.8% ; 2,2,2-Trifluoroethyl alcohol ; beta,beta,beta-Trifluoroethyl alcohol ; Trifluoro Ethanol ; Ethanol, 2,2,2-trifluoro- ; Trifluoro Ethanol(L) ; Ethanol, 2,2, 2-trifluoro- . It is a colorless liquid.  2,2,2-Trifluoroethanol (CAS NO.75-89-8) is used as a solvent in organic chemistry. Oxidations of sulfur compounds using hydrogen peroxide are effectively conducted in TFE. In biology TFE, it is used as a co-solvent in protein folding studies with NMR spectroscopy, this solvent can effectively solubilize both peptides and proteins.