BG63254B1 - 1,1-дифлуоро-1,4-дихлоробутан и метод за получаването му - Google Patents

1,1-дифлуоро-1,4-дихлоробутан и метод за получаването му Download PDF

Info

Publication number: BG63254B1
Authority: BG; Bulgaria
Prior art keywords: fluoride; difluoro; vessel; carried out; dichlorobutane
Prior art date: 1995-09-11

Application number

BG102369A

Other languages

Bulgarian (bg)

English (en)

Other versions

BG102369A (en

Inventor

Alfred Williams

Martin Bowden

Stephen Brown

Original Assignee

Astrazeneca Ab

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-09-11

Filing date

1998-04-02

Publication date

2001-07-31

1998-04-02 Application filed by Astrazeneca Ab filed Critical Astrazeneca Ab

1999-08-31 Publication of BG102369A publication Critical patent/BG102369A/xx

2001-07-31 Publication of BG63254B1 publication Critical patent/BG63254B1/bg

Links

238000000034 method Methods 0.000 title claims abstract description 17
OFOMWQXRWSSIMG-UHFFFAOYSA-N 1,4-dichloro-1,1-difluorobutane Chemical compound FC(F)(Cl)CCCCl OFOMWQXRWSSIMG-UHFFFAOYSA-N 0.000 title claims abstract description 16
238000002360 preparation method Methods 0.000 title claims abstract description 7
238000006243 chemical reaction Methods 0.000 claims abstract description 15
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 13
229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 13
IDSSAEFSKKOAFJ-UHFFFAOYSA-N 1,1,1,4-tetrachlorobutane Chemical compound ClCCCC(Cl)(Cl)Cl IDSSAEFSKKOAFJ-UHFFFAOYSA-N 0.000 claims abstract description 8
239000007788 liquid Substances 0.000 claims description 7
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
239000003054 catalyst Substances 0.000 claims description 6
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 6
229910000041 hydrogen chloride Inorganic materials 0.000 claims description 6
-1 tin halides Chemical class 0.000 claims description 5
229910021627 Tin(IV) chloride Inorganic materials 0.000 claims description 4
229910001507 metal halide Inorganic materials 0.000 claims description 4
150000005309 metal halides Chemical class 0.000 claims description 4
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical group Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims description 4
PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical class [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 3
ORUIBWPALBXDOA-UHFFFAOYSA-L magnesium fluoride Chemical compound [F-].[F-].[Mg+2] ORUIBWPALBXDOA-UHFFFAOYSA-L 0.000 claims description 3
IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 claims description 2
KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 claims description 2
229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical group Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 claims description 2
OMQSJNWFFJOIMO-UHFFFAOYSA-J zirconium tetrafluoride Chemical compound F[Zr](F)(F)F OMQSJNWFFJOIMO-UHFFFAOYSA-J 0.000 claims 4
229910021563 chromium fluoride Inorganic materials 0.000 claims 1
GVPFVAHMJGGAJG-UHFFFAOYSA-L cobalt dichloride Chemical compound [Cl-].[Cl-].[Co+2] GVPFVAHMJGGAJG-UHFFFAOYSA-L 0.000 claims 1
SHXXPRJOPFJRHA-UHFFFAOYSA-K iron(iii) fluoride Chemical compound F[Fe](F)F SHXXPRJOPFJRHA-UHFFFAOYSA-K 0.000 claims 1
DBJLJFTWODWSOF-UHFFFAOYSA-L nickel(ii) fluoride Chemical compound F[Ni]F DBJLJFTWODWSOF-UHFFFAOYSA-L 0.000 claims 1
239000002904 solvent Substances 0.000 abstract description 4
239000007791 liquid phase Substances 0.000 abstract description 3
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical group FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 abstract description 2
238000003786 synthesis reaction Methods 0.000 abstract 1
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
239000007789 gas Substances 0.000 description 14
PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 10
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
229910052943 magnesium sulfate Inorganic materials 0.000 description 8
235000019341 magnesium sulphate Nutrition 0.000 description 8
239000000047 product Substances 0.000 description 8
239000011541 reaction mixture Substances 0.000 description 8
229910000792 Monel Inorganic materials 0.000 description 6
238000003756 stirring Methods 0.000 description 6
239000000284 extract Substances 0.000 description 5
239000000203 mixture Substances 0.000 description 5
235000013024 sodium fluoride Nutrition 0.000 description 5
239000011775 sodium fluoride Substances 0.000 description 5
239000000126 substance Substances 0.000 description 5
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 4
238000004587 chromatography analysis Methods 0.000 description 4
239000012074 organic phase Substances 0.000 description 4
OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 3
OUFCPOCAIPBDNE-UHFFFAOYSA-N 4-chloro-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCCl OUFCPOCAIPBDNE-UHFFFAOYSA-N 0.000 description 3
238000005481 NMR spectroscopy Methods 0.000 description 3
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 3
KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
229940117389 dichlorobenzene Drugs 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
238000004458 analytical method Methods 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000005238 degreasing Methods 0.000 description 2
PPQREHKVAOVYBT-UHFFFAOYSA-H dialuminum;tricarbonate Chemical compound [Al+3].[Al+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O PPQREHKVAOVYBT-UHFFFAOYSA-H 0.000 description 2
238000001704 evaporation Methods 0.000 description 2
238000004508 fractional distillation Methods 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
239000007858 starting material Substances 0.000 description 2
RDCXWDUHESIPFX-UHFFFAOYSA-N 1,1,4-trichlorobutane Chemical compound ClCCCC(Cl)Cl RDCXWDUHESIPFX-UHFFFAOYSA-N 0.000 description 1
229910021564 Chromium(III) fluoride Inorganic materials 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229940118662 aluminum carbonate Drugs 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
230000007613 environmental effect Effects 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
230000003993 interaction Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
229910001635 magnesium fluoride Inorganic materials 0.000 description 1
OHZZTXYKLXZFSZ-UHFFFAOYSA-I manganese(3+) 5,10,15-tris(1-methylpyridin-1-ium-4-yl)-20-(1-methylpyridin-4-ylidene)porphyrin-22-ide pentachloride Chemical compound [Cl-].[Cl-].[Cl-].[Cl-].[Cl-].[Mn+3].C1=CN(C)C=CC1=C1C(C=C2)=NC2=C(C=2C=C[N+](C)=CC=2)C([N-]2)=CC=C2C(C=2C=C[N+](C)=CC=2)=C(C=C2)N=C2C(C=2C=C[N+](C)=CC=2)=C2N=C1C=C2 OHZZTXYKLXZFSZ-UHFFFAOYSA-I 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
229910052753 mercury Inorganic materials 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
230000001069 nematicidal effect Effects 0.000 description 1
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
150000003071 polychlorinated biphenyls Chemical class 0.000 description 1
150000003230 pyrimidines Chemical class 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C19/00—Acyclic saturated compounds containing halogen atoms
- C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
- C07C19/10—Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

BG102369A 1995-09-11 1998-04-02 1,1-дифлуоро-1,4-дихлоробутан и метод за получаването му BG63254B1 (bg)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GBGB9518525.2A GB9518525D0 (en)	1995-09-11	1995-09-11	Novel process
PCT/GB1996/001857 WO1997010192A1 (en)	1995-09-11	1996-07-30	1,1-difluoro-1,4-dichlorobutane and process for its preparation

Publications (2)

Publication Number	Publication Date
BG102369A BG102369A (en)	1999-08-31
BG63254B1 true BG63254B1 (bg)	2001-07-31

Family

ID=10780516

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
BG102369A BG63254B1 (bg)	1995-09-11	1998-04-02	1,1-дифлуоро-1,4-дихлоробутан и метод за получаването му

Country Status (25)

Country	Link
US (1)	US5852222A (de)
EP (1)	EP0853606B1 (de)
JP (1)	JPH11512419A (de)
KR (1)	KR19990044545A (de)
CN (1)	CN1065520C (de)
AR (1)	AR003065A1 (de)
AT (1)	ATE206104T1 (de)
AU (1)	AU713248B2 (de)
BG (1)	BG63254B1 (de)
BR (1)	BR9610295A (de)
CA (1)	CA2230247A1 (de)
CZ (1)	CZ71498A3 (de)
DE (1)	DE69615572T2 (de)
DK (1)	DK0853606T3 (de)
EA (1)	EA000624B1 (de)
ES (1)	ES2166460T3 (de)
GB (1)	GB9518525D0 (de)
HU (1)	HUP9900571A3 (de)
IL (1)	IL123793A (de)
NZ (1)	NZ313731A (de)
PL (1)	PL325460A1 (de)
TR (1)	TR199800433T1 (de)
TW (1)	TW340108B (de)
WO (1)	WO1997010192A1 (de)
ZA (1)	ZA967421B (de)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6350926B1 (en) *	1996-09-03	2002-02-26	Syngenta Limited	Chlorofluorohydrocarbon and process thereto
US6075172A (en) *	1996-09-03	2000-06-13	Zeneca Limited	Chlorofluorohydrocarbon and process thereto
IL131741A0 (en) *	1997-03-11	2001-03-19	Zeneca Ltd	Fluorination process
TWI413546B (zh) *	2011-02-25	2013-11-01	Wen Chen Cheng	自吸真空杯

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2398181A (en) *	1942-07-08	1946-04-09	Du Pont	Fluoro-chloro-butanes
US2551573A (en) *	1945-11-30	1951-05-08	Du Pont	Pyrolysis of chloro-fluoro alkanes
US2554857A (en) *	1947-08-02	1951-05-29	Hooker Electrochemical Co	Fluorochlorobutanes
DE1156771B (de) *	1959-10-30	1963-11-07	Hoechst Ag	Verfahren zur Herstellung von Fluorchloralkanen
US4980324A (en) *	1989-09-25	1990-12-25	E. I. Du Pont De Nemours And Company	Regeneration or activation of noble metal catalysts using fluorohalocarbons or fluorohalohydrocarbons
US5032648A (en) *	1990-04-26	1991-07-16	The B. F. Goodrich Company	Preparation of 4,4,4-trifluoro-2-methyl-1-butene by the dehydrochlorination of 3-chloro-1,1,1-trifluoro-3-methylbutane, the preparation of 1,2-epoxy-4,4,4-trifluoro-2-methylbutane and the polymerization thereof
US5316690A (en) *	1991-04-18	1994-05-31	Allied Signal Inc.	Hydrochlorofluorocarbons having OH rate constants which do not contribute substantially to ozone depletion and global warming
US5146015A (en) *	1991-09-27	1992-09-08	Allied-Signal Inc.	Hydrochlorofluorocarbons having a tertiary structure and OH rate constants which do not contribute substantially to ozone depletion and global warming
FR2724167B1 (fr) *	1994-09-05	1996-11-29	Solvay	Procede pour l'hydrofluoration de chloro (fluoro) butane

1995
- 1995-09-11 GB GBGB9518525.2A patent/GB9518525D0/en active Pending
1996
- 1996-07-26 AR ARP960103782A patent/AR003065A1/es unknown
- 1996-07-30 WO PCT/GB1996/001857 patent/WO1997010192A1/en not_active Ceased
- 1996-07-30 DE DE69615572T patent/DE69615572T2/de not_active Expired - Fee Related
- 1996-07-30 PL PL96325460A patent/PL325460A1/xx unknown
- 1996-07-30 CN CN96196860A patent/CN1065520C/zh not_active Expired - Fee Related
- 1996-07-30 DK DK96925900T patent/DK0853606T3/da active
- 1996-07-30 TR TR1998/00433T patent/TR199800433T1/xx unknown
- 1996-07-30 BR BR9610295A patent/BR9610295A/pt not_active IP Right Cessation
- 1996-07-30 CA CA002230247A patent/CA2230247A1/en not_active Abandoned
- 1996-07-30 IL IL12379396A patent/IL123793A/xx not_active IP Right Cessation
- 1996-07-30 HU HU9900571A patent/HUP9900571A3/hu unknown
- 1996-07-30 NZ NZ313731A patent/NZ313731A/en unknown
- 1996-07-30 CZ CZ98714A patent/CZ71498A3/cs unknown
- 1996-07-30 ES ES96925900T patent/ES2166460T3/es not_active Expired - Lifetime
- 1996-07-30 AT AT96925900T patent/ATE206104T1/de not_active IP Right Cessation
- 1996-07-30 KR KR1019980701793A patent/KR19990044545A/ko not_active Ceased
- 1996-07-30 AU AU66259/96A patent/AU713248B2/en not_active Ceased
- 1996-07-30 EP EP96925900A patent/EP0853606B1/de not_active Expired - Lifetime
- 1996-07-30 JP JP9511732A patent/JPH11512419A/ja active Pending
- 1996-07-30 EA EA199800286A patent/EA000624B1/ru not_active IP Right Cessation
- 1996-09-02 TW TW085110686A patent/TW340108B/zh active
- 1996-09-02 ZA ZA967421A patent/ZA967421B/xx unknown
- 1996-09-03 US US08/706,948 patent/US5852222A/en not_active Expired - Fee Related
1998
- 1998-04-02 BG BG102369A patent/BG63254B1/bg unknown

Also Published As

Publication number	Publication date
EA000624B1 (ru)	1999-12-29
TR199800433T1 (xx)	1998-06-22
DK0853606T3 (da)	2001-11-19
AU713248B2 (en)	1999-11-25
AU6625996A (en)	1997-04-01
PL325460A1 (en)	1998-07-20
JPH11512419A (ja)	1999-10-26
IL123793A0 (en)	1998-10-30
ZA967421B (en)	1997-03-11
US5852222A (en)	1998-12-22
CA2230247A1 (en)	1997-03-20
AR003065A1 (es)	1998-05-27
KR19990044545A (ko)	1999-06-25
EP0853606B1 (de)	2001-09-26
EP0853606A1 (de)	1998-07-22
MX9801758A (es)	1998-08-30
ATE206104T1 (de)	2001-10-15
TW340108B (en)	1998-09-11
WO1997010192A1 (en)	1997-03-20
ES2166460T3 (es)	2002-04-16
HUP9900571A2 (hu)	1999-06-28
CN1065520C (zh)	2001-05-09
HUP9900571A3 (en)	1999-11-29
NZ313731A (en)	1998-08-26
CN1196040A (zh)	1998-10-14
DE69615572D1 (de)	2001-10-31
EA199800286A1 (ru)	1998-08-27
IL123793A (en)	2001-08-26
BR9610295A (pt)	1999-03-16
BG102369A (en)	1999-08-31
DE69615572T2 (de)	2002-07-11
GB9518525D0 (en)	1995-11-08
CZ71498A3 (cs)	1998-07-15

Publication	Publication Date	Title
US6080886A (en)	2000-06-27	Fluorination with aminosulfur trifluorides
US6054626A (en)	2000-04-25	Synthesis of fluorinated ethers
JPH02286635A (ja)	1990-11-26	フルオロアルキルビニル化合物の製造法
BG63254B1 (bg)	2001-07-31	1,1-дифлуоро-1,4-дихлоробутан и метод за получаването му
US5728884A (en)	1998-03-17	Process for the work-up of complex amine hydrofluroides
Torii et al.	1979	Electrosynthesis of hetero-hetero atom bonds. 3. Sodium bromide promoted electrolytic cross-coupling reaction of imides with disulfides. A convenient synthesis of N-(cyclohexylthio) phthalimide, an important prevulcanization inhibitor
JPH0240652B2 (de)	1990-09-12
US6350926B1 (en)	2002-02-26	Chlorofluorohydrocarbon and process thereto
MXPA98001758A (en)	1998-11-12	1,1-difluoro-1,4-dichlorobutane and process for supreparac
EP0010856B1 (de)	1982-10-27	Halogenierte Kohlenwasserstoffe und Verfahren zu deren Herstellung
US5684193A (en)	1997-11-04	Process for the preparation of perfluoropropionyl fluoride
GB2304713A (en)	1997-03-26	A chlorofluorohydrocarbon
JPS62292737A (ja)	1987-12-19	ハロゲン化ジフエニルエ−テル及びその製造法
JP4182300B2 (ja)	2008-11-19	２−フルオロシクロプロパンカルボン酸のシス／トランス異性体混合物の分離方法
US6127587A (en)	2000-10-03	Fluorination process
US6075172A (en)	2000-06-13	Chlorofluorohydrocarbon and process thereto
US4021489A (en)	1977-05-03	Reaction of sulfur trioxide with cyclic (4- and 5-membered ring) fluorovinylethers
US4345092A (en)	1982-08-17	Process for alkyl perfluoro(4,7-dioxa-5-methyl-8-fluoroformylnonanoate
JP2648903B2 (ja)	1997-09-03	ポリフルオロ第３級アミン及びその製造方法
EP1867625A1 (de)	2007-12-19	Verfahren zur herstellung von 3-methyl-2-butensäure-2-isopropenyl-5-methyl-4-hexen-1-ylester
JPH05194293A (ja)	1993-08-03	第３級トリ−及びテトラフルオルフェニルベンジルアルコールの製造方法
RU2107544C1 (ru)	1998-03-27	Катализатор для гидрирования четыреххлористого углерода
Pánková et al.	1983	syn-anti Dichotomy in zinc-promoted dehalogenation of open-chain vicinal dihalides: The effect of the leaving groups
GGS	0	wherein each of the symbols R'and R” represents hydrogen (H) or methyl (CH), by
KR20000076122A (ko)	2000-12-26	플루오르화 방법