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Bis(2,2,2-trifluoroethyl) phosphite

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Bis(2,2,2-trifluoroethyl) phosphite Basic information
Product Name:Bis(2,2,2-trifluoroethyl) phosphite
Synonyms:PHOSPHONIC ACID BIS(2,2,2-TRIFLUOROETHYL) ESTER;PHOSPHOROUS ACID BIS(2,2,2-TRIFLUOROETHYL) ESTER;BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE, TEC H., 90%;Bis(2,2,2-trifluoroethyl) phosphite,Phosphonic acid bis(2,2,2-trifluoroethyl) ester;Bis(2,2,2-trifluoroethyl) Phosphonate Phosphonic Acid Bis(2,2,2-trifluoroethyl) Ester Phosphorous Acid Bis(2,2,2-trifluoroethyl) Ester;Bis(2,2,2-trifluoroethyl) phosphite technical grade, 90%;Bis(2,2,2-trifluoroethyl) Phosphite >;BIS(2,2,2-TRIFLUOROETHYL) PHOSPHONATE
CAS:92466-70-1
MF:C4H5F6O3P
MW:246.05
EINECS:
Product Categories:
Mol File:92466-70-1.mol
Bis(2,2,2-trifluoroethyl) phosphite Structure
Bis(2,2,2-trifluoroethyl) phosphite Chemical Properties
Boiling point 43-44 °C/2 mmHg (lit.)
density 1.545 g/mL at 25 °C (lit.)
refractive index n20/D 1.332(lit.)
Fp 169 °F
form Liquid
color Colorless to Almost colorless
InChI1S/C4H5F6O3P/c5-3(6,7)1-12-14(11)13-2-4(8,9)10/h14H,1-2H2
InChIKeyNYQKUVUXMIHXEA-UHFFFAOYSA-N
SMILESFC(F)(F)CO[PH](=O)OCC(F)(F)F
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 23-26-28-36
WGK Germany 3
HS Code 2920.90.5100
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
Bis(2,2,2-trifluoroethyl) phosphite Usage And Synthesis
UsesBis(2,2,2-trifluoroethyl) phosphite was used in the synthesis of bis(2,2,2-trifluoroethyl phosphorochloridate. It was also employed as reagent for the synthesis of mono- and diesters of phosphorous acid.
Synthesis Reference(s)Synthesis, p. 410, 1984 DOI: 10.1055/s-1984-30856
SynthesisThe synthesis method of Bis(2,2,2-trifluoroethyl) Phosphite is as follows: A solution of phosphorus trichloride (43.5 mL, 0.50 mol) in dichloromethane (100 mL) was placed in an oven dried 1L round bottom flask. A reflux condenser and pressure equalizing addition funnel were attached to the round bottom flask. The addition funnel was charged with a solution of 2-methyl-2-propanol (48.0 mL, 0.50 mol) in dichloromethane (100 mL), and then the contents of the addition funnel were added in a dropwise manner to the round bottom flask under argon gas at 0 ℃over the course of 30 min. The reaction mixture was allowed to stir for an additional 30 min, then the addition funnel is recharged with a solution of 2,2,2-trifluoroethanol (70.0 mL, 0.96 mol) and dichloromethane (100 mL) and then the contents of the addition funnel were added in a dropwise manner to the round bottom flask under argon gas at 0 ℃ over the course of 30 min. The reaction mixture was then allowed to stir at RT overnight. The gaseous vapors were then degassed into NaOH (30.2 g, 0.98 mol) in 200 mL of water over the course of 8 hrs. The solvents were removed by rotary evaporation and the crude material was fractionally distilled under reduced pressure yielding Bis(2,2,2-trifluoroethyl) Phosphite (100.89 g, 0.41 mol, 82.2%) as colorless liquid.
Bis(2,2,2-trifluoroethyl) phosphite Preparation Products And Raw materials
Preparation ProductsEthyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate
Tag:Bis(2,2,2-trifluoroethyl) phosphite(92466-70-1) Related Product Information
Bis(2,2,2-trifluoroethyl) (methoxycarbonylmethyl)phosphonate Phosphite [2-(2-Amino-6-chloro-purin-9-yl)-ethoxymethyl]-phosphonic acid bis-(2,2,2-trifluoro-ethyl) ester Ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono] propionate Bis(2,2,2-trifluoroethyl) phosphite alamifovir Bis(trifluoroethyl) methylphosphonate Bis-(2,2,2-trifluoroethyl) methoxycarbonylmethyl phosphonate, [1,2-14C] [Bis-(2,2,2-trifluoro-ethoxy)-phosphoryl]-bromo-acetic acid methyl ester Ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate Tris(2,2,2-trifluoroethyl)phosphate