354-27-8

Basic information

• Product Name: CHLORODIFLUOROACETYL FLUORIDE
• Synonyms: CHLORODIFLUOROACETYL FLUORIDE;chlorodifluoro-acetylfluorid;Chlorodifluoroacetylfluoride99%;2-chloro-2,2-difluoroacetyl fluoride;2-chloro-2,2-difluoro-acetyl fluoride;2-chloro-2,2-difluoro-ethanoyl fluoride
• CAS NO: 354-27-8
• Molecular Formula: C₂ClF₃O
• Molecular Weight: 132.47
• EINECS: 206-554-1
• Mol File: 354-27-8.mol

Chemical Properties

• Boiling Point: -20°C
• Flash Point: °C
• Appearance: /
• Density: 1.532g/cm³
• Vapor Pressure: 165mmHg at 25°C
• Refractive Index: 1.309
• CAS DataBase Reference: CHLORODIFLUOROACETYL FLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CHLORODIFLUOROACETYL FLUORIDE(354-27-8)
• EPA Substance Registry System: CHLORODIFLUOROACETYL FLUORIDE(354-27-8)

Safety Data

• Hazard Codes: C
• Statements: 20-35-37
• Safety Statements: 23-36/37/39-45
• RIDADR: 3308
• Hazardous Substances Data: 354-27-8(Hazardous Substances Data)

Usage

Uses

Used in Agrochemical Production:
CHLORODIFLUOROACETYL FLUORIDE is used as an intermediate in the production of agrochemicals for its ability to enhance the properties of these chemicals, improving their effectiveness in pest control and crop protection.
Used in Pharmaceutical Production:
In the pharmaceutical industry, CHLORODIFLUOROACETYL FLUORIDE is utilized as an intermediate to synthesize various pharmaceutical compounds, contributing to the development of new drugs and improving the efficacy of existing medications.
Used as a Fluorinating Agent in Organic Synthesis:
CHLORODIFLUOROACETYL FLUORIDE is employed as a highly effective fluorinating agent in organic synthesis, facilitating the incorporation of fluorine atoms into organic molecules, which can significantly alter their chemical and physical properties, leading to improved performance in various applications.

InChI:InChI=1/C2ClF3O/c3-2(5,6)1(4)7

Upstream product

• 79-38-9 Chlorotrifluoroethylene 
• 354-24-5 chlordifluoroacetyl chloride 
• 116-14-3 polytetrafluoroethylene 
• 79-35-6 1,1'-dichloro-2,2'-difluoroethene 
• 421-78-3 1-chloro-1,1,2,2-tetrafluoro-2-iodo-ethane 
• 75-38-7 Vinylidene fluoride 
• 152239-90-2 C₃Cl₂F₆O 
• 152239-91-3 C₃Cl₃F₅O 
• 22675-69-0 C₃Cl₂F₆O 
• 152239-92-4 C₃HClF₆O 
• 152239-93-5 C₃HCl₂F₅O 
• 152239-87-7 C₃ClF₇O 
• 79-53-8 chloropentafluoroacetone 
• 920-64-9 1-chloro-1,1,3,3-tetrafluoroacetone 

Downstream Products

• 76-04-0 2-chloro-2,2-difluoroacetic acid 
• 1514-87-0 metyhyl chlorodifluoroacetate 
• 118337-48-7 allyl chlorodifluoroacetate 
• 75-71-8 Dichlorodifluoromethane 
• 76-14-2 1,2-dichloro-1,1,2,2-tetrafluoroethane 
• 15719-64-9 methylammonium carbonate 

Relevant articles and documents

Continuous production of chlorodifluoroacetyl fluoride via chlorotrifluoroethylene oxidation

The invention pertains to a process for preparing chlorodifluoroacetyl fluoride (CDAF) by oxidation of chlorotrifluoroethylene (CTFE) in a solvent using a continuously stirred tank reactor. It provides a process for the production of chlorodifluoroacetyl fluoride by comprises reacting a solvent solution of chlorotrifluoroethylene with oxygen in a reactor to form a product which comprises chlorodifluoroacetyl fluoride. The reacting may be conducted in a continuous or batch mode.

Method of producing acid fluorides from acid chlorides

Acid fluorides, for example carboxylic acid fluorides and sulfuryl fluoride are produced by reacting the corresponding acid chlorides with hydrogen fluoride adducts of ammonium fluoride or amine hydrofluorides (which act as a catalyst or as a fluorination agent). Consumed HF adducts may be regenerated with HF.

Defluorination of homologous chlorofluoroethers to chlorofluoroacetates

The research was focused on the defluorination of chlorofluoroethers to corresponding esters using porous aluminum fluoride (PAF) or MFn/PAF. In the work up process, the product was easily separated from the reagent. Thus, the reaction would be a practical preparation method for polyfluorinated esters. Trifluoromethyl chlorodifluoroacetate was obtained by the reaction of 1,2-dichlorotrifluoroethyltrifluoromethyl ether with fuming sulfuric acid in 49% yield.

Fluorinated olefins and oleum

Oleum has some advantages over pure sulfur trioxide and may be successfully used for preparation of beta-sultones from hexafluoropropene, 2H-pentafluoropropene, 6H-perfluoro-1-hexene and perfluoro(propylvinyl) ether (VE). Depending on the reaction conditi

Production of carboxylic acid fluorides

A method for producing carboxylic acid fluorides of the formula RCFXC(O)F, where X represents fluorine or chlorine, in good yields and with good selectivity for the carboxylic acid fluorides by reacting compounds of the formula RCFXCHFCl with oxygen by photochemical oxidation in the gaseous phase, preferably under sensitization with chlorine and using light having a wavelength λ>=280 nm, which conditions make it possible to work without the use of pressure. Glass apparatus may be covered with a protective coating so as to protect it against traces of hydrogen fluoride. To this end, for example, heat-shrinkable sleeves made of light-permeable hydrogen fluoride-resistant material may be used. Polytetrafluoroethylene, polyfluoropropylene or a mixture thereof are especially suitable for this purpose. This type of protection is also suitable for other reactions such as photo-induced fluoro-dediazonation in hydrogen fluoride/pyridine for the production of aromatic compounds fluorinated in the nucleus or the oxidation of CHCl2 groups for the production of carboxylic acid chlorides.

Esterification of 1,2-dichloro-1,1,2-trifluoro-2-methoxyethane with AlFm(OH)3-m

Porous AlFm(OH)3-m was prepared by heating AlF3·3H2O. Methyl chlorodifluoroacetate was synthesized in 77% yield by the reaction of 1,2-dichloro-1,1,2-trifluoro-2-methoxyethane with AlFm(OH)3-m/s

Kinetics of the gas-phase reaction of Cl atoms with CF2ClCFClH at 263-313 K

The kinetics of the reaction of Cl atoms with CF2ClCFClH at 263-313 K were studied. The decay of CF2ClCfClH and the reference compounds was measured using infrared absorption in the 700-2000 cm-1. Three reference compounds were used: CF2ClH, CH3CN and CH4. Cl atom initiated oxidation of CF2ClCFClH generated a product with a carbonyl stretching which increased linearly with lost of CF2ClCFClH. The substitution of Cl by F atoms results in a strengthening of C-H bonds and hence a lowering of reactivity towards Cl atoms. The closer proximity and increased inductive effect of the F atom decreases the reactivity of HCFC-123a.

Synthesis of functionalized polyfluoroalkyl hypochlorites and fluoroxy compounds and their reactions with some fluoroalkenes

Several new polyfluoroalkyl hypochlorites and fluoroxy compounds containing Cl, H and Br in the alkyl group have been prepared and characterized by 19F NMR, 1H NMR and IR spectroscopies and by their reactions with fluoroalkenes to produce new polyfluoroethers.The novel compounds are prepared by the CsF-catalyzed addition of F2 or ClF to the C=O bond in CF3C(O)CF2Cl, ClCF2C(O)CF2Cl, and their derivatives HCF2C(O)CF3 and HCF2C(O)CF2Cl.Compounds containing an α-CF3 group exhibit enhanced thermal stability.New fluoroxy compounds and hypochlorites have also been prepared from the acid fluorides CF3-CFX-C(O)F (X = Cl, Br), which are obtained by the ring-opening reaction of hexafluoropropene oxide with (CH3)3SiCl, LiBr and (C2H5)3SiBr.These -OX compounds behave similarly to previously known materials with two α-F atoms, decomposing quickly at room temperature to COF2 and haloalkanes.

SYNTHESIS OF PENTAFLUOROSELENIUMOXIDE FLUOROCARBONS

The reaction of xenon bis-pentafluoroseleniumoxide, Xe(OSeF5)5, with the haloolefins, CF2=CF2, CF3CF=CF2, CF2=CFCl, and CF2=CFH, results in the low to moderate yield addition of two SeF5O- groups to the double bond.These are the first examples of this type of addition.From c-C5F8 and the above olefins these same reactions also gave as products, C2F5OSeF5, n-C3F7OSeF5, c-C5F9OSeF5, and SeF5OCF2COCl in higher yields than the bis SeF5O- compounds.Surprisingly, those olefins capable of forming thermally stable epoxides, i.e.C3F6 and c-C5F8, were found to produce significant yields of the corresponding epoxides as a by-product in these reactions, while the remaining olefins gave significant amounts of acid fluorides instead.Characterizing data are presented for all of these new RfOSeF5 compounds.