The present invention provides a process for preparation of 2,3,3,3-tetrafluoropropene and intermediates thereof. Owing to its low global warming potential and zero ozone depleting potential, it is been proposed as a replacement for existing chlorofluorocarbons and hydrofluorocarbons as refrigerant.

A halogenated alkene compound and a fluorinated alkyne compound are obtained at a high conversion rate and high selectivity by employing any of the following methods (1) to (4): (1) a halogenated butane compound represented by CX.sup.1X.sup.2X.sup.3CHX.sup.4CFHCX.sup.5X.sup.6X.sup.7, wherein X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, and X.sup.7 are the same or different and each is a halogen atom, to a dehydrofluorination reaction; (2) a halogenated butene compound represented by CX.sup.1X.sup.2X.sup.3CX.sup.4═CHCX.sup.5X.sup.6X.sup.7, wherein X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, and X.sup.7 are as defined above, to a dehydrohalogenation reaction; (3) a halogenated alkane compound represented by CHX.sup.8A.sup.1CHX.sup.9A.sup.2, wherein A.sup.1 and A.sup.2 are each a fluorine atom or a perfluoroalkyl group, and X.sup.8 and X.sup.9 are the same or different and each is a halogen atom, to a dehydrohalogenation reaction in the presence of a catalyst in a gas phase; and (4) a halogenated alkene compound represented by CX.sup.8A.sup.1=CHA.sup.2, wherein A.sup.1, A.sup.2, and X.sup.8 are as defined above, to a dehydrohalogenation reaction in the presence of a catalyst.

A halogenated alkene compound and a fluorinated alkyne compound are obtained at a high conversion rate and high selectivity by employing any of the following methods (1) to (4): (1) a halogenated butane compound represented by CX.sup.1X.sup.2X.sup.3CHX.sup.4CFHCX.sup.5X.sup.6X.sup.7, wherein X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, and X.sup.7 are the same or different and each is a halogen atom, to a dehydrofluorination reaction; (2) a halogenated butene compound represented by CX.sup.1X.sup.2X.sup.3CX.sup.4═CHCX.sup.5X.sup.6X.sup.7, wherein X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, X.sup.6, and X.sup.7 are as defined above, to a dehydrohalogenation reaction; (3) a halogenated alkane compound represented by CHX.sup.8A.sup.1CHX.sup.9A.sup.2, wherein A.sup.1 and A.sup.2 are each a fluorine atom or a perfluoroalkyl group, and X.sup.8 and X.sup.9 are the same or different and each is a halogen atom, to a dehydrohalogenation reaction in the presence of a catalyst in a gas phase; and (4) a halogenated alkene compound represented by CX.sup.8A.sup.1=CHA.sup.2, wherein A.sup.1, A.sup.2, and X.sup.8 are as defined above, to a dehydrohalogenation reaction in the presence of a catalyst.

Processes for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene and intermediates for producing same. A process for producing 2-chloro-1,1,1,4,4,4-hexafluorobutane comprises contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the liquid phases. A process for producing E-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 2-chloro-1,1,1,4,4,4-hexafluorobutane with base. A process for producing 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane comprises contacting E-1,1,1,4,4,4-hexafluorobut-2-ene with a chlorine source. A process for producing 1,1,1,4,4,4-hexafluoro-2-butyne comprises contacting 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane with a base. A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 1,1,1,4,4,4-hexafluoro-2-butyne with hydrogen and a catalyst.

Processes for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene and intermediates for producing same. A process for producing 2-chloro-1,1,1,4,4,4-hexafluorobutane comprises contacting 1,1,2,4,4-pentachlorobuta-1,3-diene with HF in the liquid phases. A process for producing E-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 2-chloro-1,1,1,4,4,4-hexafluorobutane with base. A process for producing 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane comprises contacting E-1,1,1,4,4,4-hexafluorobut-2-ene with a chlorine source. A process for producing 1,1,1,4,4,4-hexafluoro-2-butyne comprises contacting 2,3-dichloro-1,1,1,4,4,4-hexafluorobutane with a base. A process for producing Z-1,1,1,4,4,4-hexafluorobut-2-ene comprises contacting 1,1,1,4,4,4-hexafluoro-2-butyne with hydrogen and a catalyst.

The invention relates to a process comprising contacting a composition comprising a (hydro)halocarbon and a compound of formula R.sub.f—C≡CX with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I. The invention further relates to process for preparing a (hydro)halocarbon comprising (i) converting a starting material, optionally in the presence of HF and/or a catalyst, to a composition comprising the (hydro)halocarbon and a compound of formula R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I; (ii) contacting the composition with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of the compound of formula R.sub.f—C≡CX; and (iii) recovering the (hydro)halocarbon.

The invention relates to a process comprising contacting a composition comprising a (hydro)halocarbon and a compound of formula R.sub.f—C≡CX with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I. The invention further relates to process for preparing a (hydro)halocarbon comprising (i) converting a starting material, optionally in the presence of HF and/or a catalyst, to a composition comprising the (hydro)halocarbon and a compound of formula R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I; (ii) contacting the composition with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of the compound of formula R.sub.f—C≡CX; and (iii) recovering the (hydro)halocarbon.

The invention relates to a process comprising contacting a composition comprising a (hydro)halocarbon and a compound of formula R.sub.f—C≡CX with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I. The invention further relates to process for preparing a (hydro)halocarbon comprising (i) converting a starting material, optionally in the presence of HF and/or a catalyst, to a composition comprising the (hydro)halocarbon and a compound of formula R.sub.f—C≡CX, wherein R.sub.f is a perfluorinated alkyl group and X is H, F, Cl, Br, or I; (ii) contacting the composition with a basic solution comprising an hydroxide, an alkoxide and/or an amide to reduce the concentration of the compound of formula R.sub.f—C≡CX; and (iii) recovering the (hydro)halocarbon.

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-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.