92466-70-1

Basic information

• Product Name: BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE
• Synonyms: BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE;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, 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%
• CAS NO: 92466-70-1
• Molecular Formula: C₄H₅F₆O₃P
• Molecular Weight: 246.04
• Mol File: 92466-70-1.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 43-44 °C2 mm Hg(lit.)
• Flash Point: 169 °F
• Appearance: /Liquid
• Density: 1.545 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.332(lit.)
• CAS DataBase Reference: BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE(92466-70-1)
• EPA Substance Registry System: BIS(2,2,2-TRIFLUOROETHYL) PHOSPHITE(92466-70-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-28-36
• WGK Germany: 3
• Hazardous Substances Data: 92466-70-1(Hazardous Substances Data)

Usage

Uses

Bis(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

Synthesis

The 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.

InChI:InChI=1/C4H4F6O3P/c5-3(6,7)1-12-14(11)13-2-4(8,9)10/h1-2H2/q+1

Upstream product

• 421-14-7 methyltrifluoromethyl ether 
• 75-89-8 2,2,2-trifluoroethanol 

Downstream Products

• 140650-29-9 ethyl phenylacetate 
• 114519-12-9 C₂₄H₂₇F₆N₃O₁₀P₂ 
• 370-69-4 tris(2,2,2-trifluoroethyl)phosphite 
• 124755-24-4 ethyl [bis(2,2,2-trifluoroethoxy)phosphinyl]acetate 
• 107905-52-2 ethyl 2-[bis(2,2,2-trifluoroethyl)phosphono]propionate 
• 100046-96-6 dimethyl (E)-2-<(4-methylphenyl)methylene>butanedioate 
• 74531-19-4 methyl (E)-4-(4-chlorophenyl)-3-methoxycarbonylbut-3-enoate 
• 65859-90-7 dimethyl (E)-benzylidenesuccinate 
• 65756-82-3 Z-methyl 4-(phenyl)-3-methoxycarbonylbut-3-enoate 
• 1045892-83-8 C₂₁H₁₉F₆NO₄P₂S 
• 1045892-73-6 C₂₃H₂₁F₆NO₄P₂ 
• 1045892-67-8 C₁₂H₁₃F₆O₄P 

Relevant articles and documents

Sulfur phosphate compound, non-aqueous lithium ion battery electrolyte containing sulfur phosphate compound and lithium ion battery

The invention discloses a thiophosphate compound, a synthesis method and a non-aqueous electrolyte. After the compound is applied to a battery with the non-aqueous electrolyte, even if the battery isunder high voltage, an electrode/electrolyte interface of a lithium ion battery is effectively improved, so that an electrode surface film is stabilized, side reactions are reduced, the stability of the battery under high temperature and high voltage is improved, and the cycling stability of the battery is improved, and meanwhile, the self-extinguishing time of the non-aqueous electrolyte after combustion is shortened, the flame retardance is improved, and the safety performance of the battery is improved.

Phosphate compound and synthetic method thereof, and non-aqueous electrolyte

The invention relates to a phosphate compound, a method for synthesizing the phosphate compound, and a non-aqueous electrolyte; the main means for suppressing side reactions on the surface of an electrode comprises coating an electrode active material and adding an effective film-forming additive to an electrolyte to form a passivation film having sufficient thickness and density on the surface ofthe electrode; the two means are undoubtedly used for preventing the electrolyte from contacting the surface of the electrode to obtain and lose electrons and preventing the surface of the electrodefrom being corroded by decomposition byproducts of the electrolyte. The phosphate compound disclosed by the invention has the beneficial effects that the phosphate compound is easy to prepare and purify, high in thermal stability, convenient to store, strong in compatibility with other components of an electrolyte and other components in a battery, moderate in viscosity, high in dielectric constant, capable of dissolving a lithium salt, has certain wetting capacity, and has flame-retardant and positive and negative electrode surface film-forming functions.

Catalytic enantioselective hydrophosphonylation of aldehydes using the iron complex of a camphor-based tridentate Schiff base [FeCl(SBAIB-d)]2

An iron(III)-Schiff base-catalyzed, highly enantioselective hydrophosphonylation of various aldehydes is described. Under the optimized reaction conditions, 5 mol% of the iron/camphor-based tridentate Schiff base complex [FeCl(SBAIB-d)]2 produces high yields (up to 99%) of α-hydroxy phosphonates in excellent enantioselectivities (up to 99%). The merits of this catalytic system are an easily synthesizable catalyst, inexpensive starting materials, practically simple aerobic reaction conditions, and low catalyst loading (5 mol%). Copyright