CA1202323A - Process for preparing dichlorophenylphosphane - Google Patents
Process for preparing dichlorophenylphosphaneInfo
- Publication number
- CA1202323A CA1202323A CA000427195A CA427195A CA1202323A CA 1202323 A CA1202323 A CA 1202323A CA 000427195 A CA000427195 A CA 000427195A CA 427195 A CA427195 A CA 427195A CA 1202323 A CA1202323 A CA 1202323A
- Authority
- CA
- Canada
- Prior art keywords
- reaction
- dichlorophenylphosphane
- pressure
- chlorodiphenylphosphane
- phosphorus trichloride
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- IMDXZWRLUZPMDH-UHFFFAOYSA-N dichlorophenylphosphine Chemical compound ClP(Cl)C1=CC=CC=C1 IMDXZWRLUZPMDH-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 24
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 claims abstract description 23
- XGRJZXREYAXTGV-UHFFFAOYSA-N chlorodiphenylphosphine Chemical compound C=1C=CC=CC=1P(Cl)C1=CC=CC=C1 XGRJZXREYAXTGV-UHFFFAOYSA-N 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims description 19
- 229920000642 polymer Polymers 0.000 abstract description 2
- 239000000543 intermediate Substances 0.000 abstract 1
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 9
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 7
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 229910052698 phosphorus Inorganic materials 0.000 description 6
- 239000011574 phosphorus Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000005922 Phosphane Substances 0.000 description 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 4
- LIGHQFMXKLNVMQ-UHFFFAOYSA-N [Cl].[Cl].[Cl].[P] Chemical compound [Cl].[Cl].[Cl].[P] LIGHQFMXKLNVMQ-UHFFFAOYSA-N 0.000 description 4
- 229910000064 phosphane Inorganic materials 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- 241001079660 Phanes Species 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- LAXBNTIAOJWAOP-UHFFFAOYSA-N 2-chlorobiphenyl Chemical group ClC1=CC=CC=C1C1=CC=CC=C1 LAXBNTIAOJWAOP-UHFFFAOYSA-N 0.000 description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 2
- 241001265980 Chlorodes Species 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- RSSDWSPWORHGIE-UHFFFAOYSA-N $l^{1}-phosphanylbenzene Chemical compound [P]C1=CC=CC=C1 RSSDWSPWORHGIE-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000005684 Liebig rearrangement reaction Methods 0.000 description 1
- 208000036366 Sensation of pressure Diseases 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- ILXDAXZQNSOSAE-UHFFFAOYSA-N [AlH3].[Cl] Chemical compound [AlH3].[Cl] ILXDAXZQNSOSAE-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- YYDZNOUMWKJXMG-UHFFFAOYSA-N chloro(phenyl)phosphane Chemical compound ClPC1=CC=CC=C1 YYDZNOUMWKJXMG-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000004188 dichlorophenyl group Chemical group 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- GXHVDDBBWDCOTF-UHFFFAOYSA-N ever-1 Natural products CCC(C)C(=O)OC1C(CC(C)C23OC(C)(C)C(CC(OC(=O)c4cccnc4)C12COC(=O)C)C3OC(=O)C)OC(=O)C GXHVDDBBWDCOTF-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- -1 phenylphosphorus compound Chemical class 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 102220030905 rs35181923 Human genes 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229940035339 tri-chlor Drugs 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/50—Organo-phosphines
- C07F9/52—Halophosphines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3216380.0 | 1982-05-03 | ||
| DE19823216380 DE3216380A1 (de) | 1982-05-03 | 1982-05-03 | Verfahren zur herstellung von dichlor-phenyl-phosphan |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1202323A true CA1202323A (en) | 1986-03-25 |
Family
ID=6162496
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000427195A Expired CA1202323A (en) | 1982-05-03 | 1983-05-02 | Process for preparing dichlorophenylphosphane |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0093418B2 (enrdf_load_stackoverflow) |
| JP (1) | JPS58203998A (enrdf_load_stackoverflow) |
| AT (1) | ATE16392T1 (enrdf_load_stackoverflow) |
| CA (1) | CA1202323A (enrdf_load_stackoverflow) |
| DE (2) | DE3216380A1 (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3424182A1 (de) * | 1984-06-30 | 1986-01-09 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von chlor-phenyl-phosphanen |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3078304A (en) * | 1960-04-18 | 1963-02-19 | Koppers Co Inc | Preparation of diorganohalophosphines |
| US3094559A (en) * | 1960-05-05 | 1963-06-18 | Stauffer Chemical Co | Method for the preparation of diphenylphosphinous chloride |
| GB916131A (en) * | 1961-03-20 | 1963-01-23 | Borax Cons Ltd | Improvements in or relating to the production of diphenylhalophosphines and nuclear substitution derivatives thereof |
-
1982
- 1982-05-03 DE DE19823216380 patent/DE3216380A1/de not_active Withdrawn
-
1983
- 1983-04-29 EP EP83104193A patent/EP0093418B2/de not_active Expired
- 1983-04-29 AT AT83104193T patent/ATE16392T1/de active
- 1983-04-29 DE DE8383104193T patent/DE3361157D1/de not_active Expired
- 1983-05-02 JP JP58076328A patent/JPS58203998A/ja active Granted
- 1983-05-02 CA CA000427195A patent/CA1202323A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| EP0093418A3 (en) | 1984-02-22 |
| EP0093418B2 (de) | 1989-01-25 |
| DE3216380A1 (de) | 1983-11-03 |
| EP0093418B1 (de) | 1985-11-06 |
| JPH0377198B2 (enrdf_load_stackoverflow) | 1991-12-09 |
| EP0093418A2 (de) | 1983-11-09 |
| ATE16392T1 (de) | 1985-11-15 |
| DE3361157D1 (en) | 1985-12-12 |
| JPS58203998A (ja) | 1983-11-28 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Burg | Tetramethylbiphosphine: Synthesis, Thermal Condensation, Ethylene Addition, Borine Adducts and Conversion to Phosphinoborine Polymers1 | |
| AU2004263226A1 (en) | Method for the production of cyclic phosphonic acid anhydrides | |
| CA1202323A (en) | Process for preparing dichlorophenylphosphane | |
| Steyermark | Reactions of Isocyanic Acid with Acid Chlorides. Preparation of Acyl Isocyanates, Isocyanatosilanes, and Phosphor (diisocyanatidites) | |
| Wisian-Neilson et al. | Reactions of lithium bis (trimethylsilyl) amide with some fluorophosphoranes | |
| US4006185A (en) | 5-Substituted-2-fluoroanilines | |
| CA1195341A (en) | Process for preparing chlorophenylphosphanes | |
| US3705214A (en) | Catalyzed process for producing pentavalent phosphorus derivatives | |
| US3879500A (en) | Process for Preparing mono- and di-alkylmercaptophosphorothionochloridates | |
| CA1202322A (en) | Process for preparing chlorodiphenylphosphane | |
| US5177238A (en) | Preparation of dialkyl allylphosphonic acid diesters | |
| CA2286824A1 (en) | Method for producing vinyl phosphonic acid compounds | |
| US5648549A (en) | Process for the preparation of secondary arylphosphines | |
| Hussain et al. | A convenient and high yield synthesis of tertiary (amino) phosphines by transamination route | |
| JP2002518507A (ja) | ビニルホスホン酸化合物の製造方法 | |
| US4296047A (en) | Continuous preparation of phosphoric acid alkyl ester dichlorides | |
| US4052463A (en) | Process for preparing tertiary phosphine sulfides and oxides | |
| US5319138A (en) | Process for the preparation of pure propanephosphonic anhydride | |
| US20020004607A1 (en) | Preparation of vinylphosphonic acid compounds | |
| US3962323A (en) | Process for preparing alkyl- or aryl-phosphonothioic dihalides | |
| US4632995A (en) | Process for the preparation of phenyl- and thienyl-chlorophosphane derivatives | |
| US3341605A (en) | Preparation of methylene bis(trihydrocarbylphosphonium) tetrahalides | |
| US3714246A (en) | Process for the production of 1-halo-3-methyl and 1-halo-2,4-dimethyl-phospholenes | |
| SU619486A1 (ru) | Способ получени диалкил (3,5-дитрет.-бутил-4-оксибензил) фосфонатов | |
| SU237888A1 (ru) | Способ получения 2,4,5-трихлорфенилдихлорфосфина |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |