1513-87-7

Basic information

• Product Name: TFEC
• Synonyms: TFEC;bis(2,2,2-trifluoroethyl) carbonate
• CAS NO: 1513-87-7
• Molecular Formula: C₅H₄F₆O₃
• Molecular Weight: 226.0738792
• Mol File: 1513-87-7.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 118°C(lit.)
• Appearance: /
• Density: 1.470±0.06 g/cm3(Predicted)
• Refractive Index: 1.3120 to 1.3160
• CAS DataBase Reference: TFEC(CAS DataBase Reference)
• NIST Chemistry Reference: TFEC(1513-87-7)
• EPA Substance Registry System: TFEC(1513-87-7)

Safety Data

• RIDADR: UN 3272 3/PG II
• HazardClass: 3
• PackingGroup: II
• Hazardous Substances Data: 1513-87-7(Hazardous Substances Data)

Usage

Preparation

A solution of 2,2,2-trifluoroethanol (200 g, 2.0 mol) and pyridine (158 g, 2.0 mol) in dry diethyl ether (1 L) was treated with phosgene (99 g, 1.0 mol). The reaction mixture was stirred overnight and then filtered. The filtrate was distilled to give 199 g (88%) of bis(2,2,2-trifluoroethyl) carbonate.

Upstream product

• 67-66-3 chloroform 
• 75-89-8 2,2,2-trifluoroethanol 
• 79-22-1 methyl chloroformate 
• 530-62-1 1,1'-carbonyldiimidazole 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 116-16-5 1,1,1,3,3,3-hexachloro-propan-2-one 
• 75-44-5 phosgene 
• 422-05-9 2,2,3,3,3-pentafluoropropyl alcohol 
• 124-38-9 carbon dioxide 
• 6226-25-1 2,2,2-trifluoroethyl trifluoromethanesulphonate 
• 1252784-62-5 C₃H₃F₃O₃*C₈H₁₅N₃ 
• 1577195-08-4 [1,8-diazabicyclo(5.4.0)undec-7-ene]⁺[CF₃CH₂OC(O)O]^? 
• 616-38-6 carbonic acid dimethyl ester 

Downstream Products

• 897579-91-8 N-cyclohexyl-3,3,3-trifluoropropanamide 
• 216142-84-6 2,4-bis(2,2,2-trifluoroethyloxycarbonylamino)toluene 
• 216142-83-5 bis(O-2,2,2-trifluoroethyl)carbamate of 4,4'-diaminodiphenylmethane 
• 1197653-62-5 C₉H₁₄F₃NO₃ 
• 1481988-34-4 C₁₁H₁₂F₃NO₂ 
• 1491318-52-5 C₁₂H₁₄F₃NO₂ 

Relevant articles and documents

Synthesis of Fluorinated Dialkyl Carbonates from Carbon Dioxide as a Carbonyl Source

Fluorinated dialkyl carbonates (DACs), which serve as environmentally benign phosgene substitutes, were produced successfully from carbon dioxide either directly or indirectly. Nucleophilic addition of 2,2,2-trifluoroethanol to carbon dioxide and subsequent reaction with 2,2,2-trifluoroethyltriflate (3 a) afforded bis(2,2,2-trifluoroethyl) carbonate (1) in up to 79 % yield. Additionally, carbonate 1 was obtained through the stoichiometric reaction of 3 a and cesium carbonate. Although bis(1,1,1,3,3,3-hexafluoro-2-propyl) carbonate (4) was difficult to obtain by either of the above two methods, it could be synthesized through the transesterification of carbonate 1.

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Synthesis method of bis (2, 2, 2-trifluoroethyl) carbonate

The invention discloses a synthesis method of bis (2, 2, 2-trifluoroethyl) carbonate, and belongs to the technical field of battery electrolytic solution additives. The preparation method comprises the following steps: adding dichloromethane and N, N '-carbonyldiimidazole into a reaction kettle, starting to dropwise add trifluoroethanol, after 1.5-2 hours of dropwise adding, heating to reflux, stopping heating after 2-2.5 hours, adding the system into cold water, cooling to the temperature T of less than or equal to 20 DEG C, adding concentrated hydrochloric acid to adjust the pH value to 1-2, stirring for 0.5-1 hour, separating liquid, drying, carrying out suction filtration, removing a solvent through pressure reducing, and rectifying to obtain the bis (2, 2, 2-trifluoroethyl) carbonate. The purity of the product synthesized by the method is more than 99%, and the water content is less than 100ppm.

METHOD OF PRODUCING FLUORINE-CONTAINING CARBONIC ACID ESTER

PROBLEM TO BE SOLVED: To provide a novel method of producing a fluorine-containing carbonic acid ester. SOLUTION: In a method of producing a fluorine-containing carbonic acid ester, a compound represented by formula (A1), a compound represented by formula (A2) and carbon dioxide are reacted in the presence of a base thereby producing a fluorine-containing carbonic acid ester represented by formula (A3), where formula (A1) is Ra1-OH, formula (A2) is Ra2-CHRa3-Lv, and formula (A3) is Ra1-O-CO-O-CHRa3-Ra2. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT