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920-66-1

Basic Information
CAS No.: 920-66-1
Name: 2-Propanol,1,1,1,3,3,3-hexafluoro-
Article Data: 43
Cas Database
Molecular Structure:
Molecular Structure of 920-66-1 (2-Propanol,1,1,1,3,3,3-hexafluoro-)
Formula: C3H2F6O
Molecular Weight: 168.039
Synonyms: 1,1,1,3,3,3-Hexafluoro-2-hydroxypropane;1,1,1,3,3,3-Hexafluoroisopropanol;1,1,1,3,3,3-Hexafluoroisopropyl alcohol;2,2,2-Trifluoro-1-(trifluoromethyl)ethanol;Bis(trifluoromethyl)methanol;Hexafluoroisopropanol;Hexafluoroisopropyl alcohol;NSC 96336;
EINECS: 213-059-4
Density: 1.545 g/cm3
Melting Point: -4 °C(lit.)
Boiling Point: 59 °C at 760 mmHg
Flash Point: 4.4 °C
Solubility: 1000 g/L (25 °C) in water
Appearance: Colorless liquid
Hazard Symbols: CorrosiveC, IrritantXi
Risk Codes: 20/22-34
Safety: 26-36/37/39-45-27
Transport Information: UN 2922 8/PG 2
PSA: 20.23000
LogP: 1.47190
Synthetic route
684-16-2

Hexafluoroacetone

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

Conditions
ConditionsYield
With isopropyl alcohol at 240℃; for 6h; uncatalyzed Meerwein-Ponndorf-Verley reduction;96%
With K(1+)*(C54H46P3Ru)(1-)*C10H8*(C2H5)2O; hydrogen In toluene at 85℃; under 4650.4 Torr; for 2h;
With sodium tetrahydroborate In water
26103-07-1

1,1,1,3,3,3-hexafluoroisopropyl chloromethyl ether

A

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

B

28523-86-6

sevoflurane

Conditions
ConditionsYield
With hydrogenchloride; potassium fluoride; water; Aliquat HTA-1 at 100℃; for 3h; Product distribution / selectivity;A 1.05 %Chromat.
B 93%
With potassium fluoride; potassium hydrogenfluoride; water; Aliquat 175 at 100℃; for 3h; Product distribution / selectivity;A 3.8 %Chromat.
B 89%
With potassium fluoride; potassium hydrogenfluoride; water; benzyl triethyl ammonium dichloride at 100℃; for 3h; Product distribution / selectivity;A 4 %Chromat.
B 88%
75-77-4

chloro-trimethyl-silane

684-16-2

Hexafluoroacetone

A

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

B

53841-59-1

1,1,3,3,3-pentafluoro-2-trimethylsiloxypropene

Conditions
ConditionsYield
With magnesium In N,N-dimethyl-formamide at -20 - 0℃; for 1h; Title compound not separated from byproducts.;A 3%
B 80%
24427-67-6

heptafluoropropan-2-ol

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

Conditions
ConditionsYield
With ruthenium on active carbon; hydrogen fluoride; hydrogen at 0 - 25℃; under 7500.75 Torr; for 1h; chemoselective reaction;76%
5022-41-3

N-(2,2,2-trifluoro-1-trifluoromethyl-ethylidene)-benzamide

1,1,1,3,3,3-Hexafluoro-propan-2-olatebenzyl-methyl-methylene-ammonium;

A

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

B

93032-16-7

2-phenyl-4,4-bis(trifluoromethyl)-5-N-methylbenzylamino-2-oxazoline

Conditions
ConditionsYield
In pyridine for 25h; Product distribution; Irradiation;A 60%
B 35%
115981-43-6

methyl(1,1,1,3,3,3-hexafluoro-2-propoxo){1,2-bis(diphenylphosphino)ethane}palladium

A

34557-54-5

methane

B

74-85-1

ethene

C

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

Conditions
ConditionsYield
In further solvent(s) Thermolysis of starting complex (diphenylmethane, vac., 150°C).; GLC.;A 15%
B 2%
C 57%
110-89-4

piperidine

684-16-2

Hexafluoroacetone

A

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

B

108440-27-3

3-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-5-(1H-1-trifluoromethyl-2,2,2-trifluoroethyl)-pyridine

C

108440-28-4

2,2’-(pyridine-3,5-diyl)bis(1,1,1,3,3,3-hexafluoropropan-2-ol)

Conditions
ConditionsYield
In 1,1,2-Trichloro-1,2,2-trifluoroethane at 90℃;A n/a
B 50.5%
C 21.3%
115981-38-9

methyl(1,1,1,3,3,3-hexafluoro-2-propoxo)(2,2'-bipyridine)nickel

A

34557-54-5

methane

B

74-84-0

ethane

C

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

Conditions
ConditionsYield
In further solvent(s) Thermolysis of soln. of metal complex in diphenylmethane (under vac., 150°C).; GLC.;A 46%
B 16%
C <1
115981-39-0

ethyl(1,1,1,3,3,3-hexafluoro-2-propoxo)(2,2'-bipyridine)nickel

A

74-84-0

ethane

B

74-85-1

ethene

C

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

Conditions
ConditionsYield
In further solvent(s) Thermolysis of starting compd. (diphenylmethane, vac., 150°C).; GLC.;A 32%
B 43%
C <1
100-52-7

benzaldehyde

684-16-2

Hexafluoroacetone

A

920-66-1

1,1,1,3',3',3'-hexafluoro-propanol

B

71-43-2

benzene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0); 1,3-bis{2,6-bis(diphenylmethyl)-4-methylphenyl}-imidazolin-2-ylidene In tetrahydrofuran at 40℃; Inert atmosphere;A 11%
B 31%
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  • 1,1,1,3,3,3-Hexafluoro-2-propanol CAS NO.920-66-1

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  • 920-66-1 2-Propanol,1,1,1,3,3,3-hexafluoro-

  • Casno:

    920-66-1

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    CAS NO.:920-66-1

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  • 2-Propanol,1,1,1,3,3,3-hexafluoro- 920-66-1

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  • 1,1,1,3,3,3-Hexafluoro-2-propanol

  • Casno:

    920-66-1

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    Product Name: 1,1,1,3,3,3-Hexafluoro-2-propanol CAS: 920-66-1 MF: C3H2F6O MW: 168.04 EINECS: 213-059-4 Mol File: 920-66-1.mol 1,1,1,3,3,3-Hexafluoro-2-propanol Structure 1,1,1,3,3,3-Hexafluoro-2-propanol Chemical Properties Melti

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Hexafluoroisopropanol is 1,1,1,3,3,3-hexafluoropropan-2-ol . With the CAS registry number 920-66-1, it is also named as 1,1,1,3,3,3-Hexafluoroisopropanol ; 1,1,1,3,3,3-Hexafluoroisopropyl alcohol ; 2,2,2-Trifluoro-1-(trifluoromethyl)ethanol ; Bis(trifluoromethyl)methanol ; Ethanol, 2,2,2-trifluoro-1-(trifluoromethyl)- ; HFIP .

The Hexafluoroisopropanol is a colorless, volatile liquid with a strong, pungent odor. It is miscible soluble in water and other solvents. It is incompatible with acids, acid chlorides and oxidizing agents. And this product is probably combustible. When heated to decomposition it emits toxic fumes of F. Industrially Hexafluoroisopropanol is used as an intermediate for pharmaceuticals (anesthetics) and agrochemicals or as a solvent and cleaner in electronics. Because of its acidity (pKa = 9.3), it also can be used as acid in volatile buffers for ion pair HPLC - mass spectrometry of nucleic acids. It has also found use in biochemistry to solubilize peptides.

The Hexafluoroisopropanol can be obtained from hexafluoropropylene via hexafluoroacetone, which is reduced by catalytic hydrogenation or by hydride reagents. (CF3)2CO + H2 → (CF3)2CHOH

The Hexafluoroisopropanol is harmful by inhalation and if swallowed. It can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) Take off immediately all contaminated clothing.

The other characteristics of this product can be summarized as: (1)ACD/BCF (pH 5.5): 16.71 ; (2)ACD/BCF (pH 7.4): 16.64 ; (3)ACD/KOC (pH 5.5): 261.22 ; (4)ACD/KOC (pH 7.4): 260.08 ; (5)#H bond acceptors: 1 ; (6)#H bond donors: 1 ; (7)#Freely Rotating Bonds: 1 ; (8)Index of Refraction: 1.268 ; (9)Molar Refractivity: 18.35 cm3 ; (10)Molar Volume: 108.7 cm3 ; (11)Polarizability: 7.27×10-24 cm3 ; (12)Surface Tension: 14.6 dyne/cm ; (13)Enthalpy of Vaporization: 35.17 kJ/mol ; (14)Vapour Pressure: 159 mmHg at 25°C. People can use the following data to convert to the molecule structure. SMILES: FC(F)(F)C(O)C(F)(F)F; InChI: InChI=1/C3H2F6O/c4-2(5,6)1(10)3(7,8)9/h1,10H.

The following is the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 300mg/kg (300mg/kg)   Journal of Medicinal Chemistry. Vol. 13, Pg. 1215, 1970.
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03623,
mouse LD50 oral 600mg/kg (600mg/kg)   Journal of Medicinal Chemistry. Vol. 13, Pg. 1215, 1970.
rat LC50 inhalation 1974ppm/4H (1974ppm) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BLOOD: OTHER CHANGES
National Technical Information Service. Vol. OTS0571423,