A method hydrofluorinates an olefin of the formula: RCX=CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C.sub.1-C.sub.6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C.sub.1-C.sub.6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF.sub.5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.

An object of the present invention is to provide a method for efficiently obtaining fluoroethyelene. A method for producing HFO-1132(Z/E) comprising reacting a halogenated ethylene represented by formula (1): CHX.sup.1═CHX.sup.2 (1), wherein X.sup.1 and X.sup.2 are identical or different, and each represents chlorine, bromine, or iodine, with a metal fluoride. A method for producing HFO-1123, comprising reacting a halogenated ethylene represented by formula (2): CX.sup.3X.sup.4═CHX.sup.5 (2), wherein X.sup.3, X.sup.4, and X.sup.5 are identical or different, and each represents chlorine, bromine, or iodine, with a metal fluoride.

A preparation method of 1-chloro-2,3,3-trifluoropropene is provided. As a new eco-friendly compound that makes up a heat transfer medium, the 1-chloro-2,3,3-trifluoropropene (HCFO-1233yd) has been valued in the field of industrial cleaning and explosion-proof due to it excellent performance of low global warming potential (GWP) and ozone depletion potential (ODP) values, but HCFO-1233yd has high preparation cost that limits its large-scale application. In the preparation method of the present disclosure, 1,1,2,3,3-pentachloropropane is fluorinated into 1,2-dichloro-3,3-difluoropropene under the catalysis of a chromium-containing solid catalyst. Under the catalysis with a chromium-based catalyst as a main catalyst, 1,2-dichloro-3,3-difluoropropene is fluorinated with a hydrogen fluoride (HF) gas phase to generate 1-chloro-2,3,3-trifluoropropene, which greatly reduces the production cost of 1-chloro-2,3,3-trifluoropropene, and involves a simple preparation process, high product selectivity, and high raw material conversion rate.

Provided is a production method that enables production of monofluoromethane by a gas phase flow method without using a catalyst. The method of producing monofluoromethane includes causing electrical discharge of a feedstock gas containing a fluorine-containing inorganic compound, a compound represented by formula 1: CH.sub.3—R (R is a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, or an organic group other than a hydrocarbon group), and an inert gas, while in a continuous flow state, and then causing continuous release to outside of an electrical discharge zone.

Provided is a production method that enables production of monofluoromethane by a gas phase flow method without using a catalyst. The method of producing monofluoromethane includes causing electrical discharge of a feedstock gas containing a fluorine-containing inorganic compound, a compound represented by formula 1: CH.sub.3—R (R is a hydrogen atom, a chlorine atom, a bromine atom, an iodine atom, or an organic group other than a hydrocarbon group), and an inert gas, while in a continuous flow state, and then causing continuous release to outside of an electrical discharge zone.

Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, CHF=CHCl, HFO-1141, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.

Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244 db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243 fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, CHF═CHCl, HFO-1141, HCFO-1242 zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.

A method hydrofluorinates an olefin of the formula: RCX=CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, where X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C.sub.1-C.sub.6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C.sub.1-C.sub.6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo. The method includes reacting the olefin with HF in the vapor phase, in the presence of SbF.sub.5, at a temperature ranging from about −30° C. to about 65° C. and compositions formed by the process.

A method of producing (Z)-1,1,1,4,4,4-hexafluoro-2-butene (Z-1336mzz) is described. The method utilizes readily available halogenated starting materials, including 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) and carbon tetrachloride.

A method of making chlorofluorohydrocarbons including, contacting, a fluorinated hydrocarbon reagent in the vapor phase, with hydrogen chloride (HCl). The reaction is conducted in the presence of an effective amount of a catalyst, at an elevated temperature sufficient to effect hydrochlorination to form a reaction mixture including a chlorofluorohydrocarbon.