DE1165596B - Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-Komplexverbindungen - Google Patents
Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-KomplexverbindungenInfo
- Publication number
- DE1165596B DE1165596B DEF38030A DEF0038030A DE1165596B DE 1165596 B DE1165596 B DE 1165596B DE F38030 A DEF38030 A DE F38030A DE F0038030 A DEF0038030 A DE F0038030A DE 1165596 B DE1165596 B DE 1165596B
- Authority
- DE
- Germany
- Prior art keywords
- aluminum chloride
- tetrachloroaluminate
- mixture
- chloride
- chlorophosphine
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 title claims description 11
- 238000000034 method Methods 0.000 title claims description 9
- BYOALROSGCAZLO-UHFFFAOYSA-K aluminum chlorophosphane trichloride Chemical compound [Cl-].[Al+3].ClP.[Cl-].[Cl-] BYOALROSGCAZLO-UHFFFAOYSA-K 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- -1 cycloalkyl radical Chemical class 0.000 claims description 41
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 22
- 229910001538 sodium tetrachloroaluminate Inorganic materials 0.000 claims description 18
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000000155 melt Substances 0.000 claims description 7
- 239000002904 solvent Substances 0.000 claims description 7
- 238000002844 melting Methods 0.000 claims description 6
- 230000008018 melting Effects 0.000 claims description 6
- 239000011574 phosphorus Substances 0.000 claims description 6
- 229910052698 phosphorus Inorganic materials 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 150000002366 halogen compounds Chemical class 0.000 claims description 3
- 229910001537 lithium tetrachloroaluminate Inorganic materials 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- MPDOUGUGIVBSGZ-UHFFFAOYSA-N n-(cyclobutylmethyl)-3-(trifluoromethyl)aniline Chemical compound FC(F)(F)C1=CC=CC(NCC2CCC2)=C1 MPDOUGUGIVBSGZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- 150000002896 organic halogen compounds Chemical class 0.000 claims 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 10
- 229910052782 aluminium Inorganic materials 0.000 description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 description 4
- 229960003750 ethyl chloride Drugs 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Inorganic materials [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 150000001348 alkyl chlorides Chemical class 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 150000001805 chlorine compounds Chemical class 0.000 description 3
- UNFUYWDGSFDHCW-UHFFFAOYSA-N monochlorocyclohexane Chemical compound ClC1CCCCC1 UNFUYWDGSFDHCW-UHFFFAOYSA-N 0.000 description 3
- 235000002639 sodium chloride Nutrition 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- DJJOUILAPXFQMO-UHFFFAOYSA-K [Cl-].[Al+3].C(C)P(Cl)(Cl)(Cl)Cl.[Cl-].[Cl-] Chemical compound [Cl-].[Al+3].C(C)P(Cl)(Cl)(Cl)Cl.[Cl-].[Cl-] DJJOUILAPXFQMO-UHFFFAOYSA-K 0.000 description 2
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- VFWCMGCRMGJXDK-UHFFFAOYSA-N 1-chlorobutane Chemical class CCCCCl VFWCMGCRMGJXDK-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 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
- 241000607479 Yersinia pestis Species 0.000 description 1
- DCZYNCBXNNXSNR-UHFFFAOYSA-K [Cl-].[Al+3].C(C)P(Cl)(Cl)(Cl)CC.[Cl-].[Cl-] Chemical compound [Cl-].[Al+3].C(C)P(Cl)(Cl)(Cl)CC.[Cl-].[Cl-] DCZYNCBXNNXSNR-UHFFFAOYSA-K 0.000 description 1
- IUPSYSRBOJKLLY-UHFFFAOYSA-K [Cl-].[Al+3].C1(CCCCC1)P(Cl)(Cl)(Cl)Cl.[Cl-].[Cl-] Chemical compound [Cl-].[Al+3].C1(CCCCC1)P(Cl)(Cl)(Cl)Cl.[Cl-].[Cl-] IUPSYSRBOJKLLY-UHFFFAOYSA-K 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- KAGNIVYXCPMHQX-UHFFFAOYSA-K aluminum tetrachloro(trichloromethyl)-lambda5-phosphane trichloride Chemical compound [Cl-].[Al+3].ClC(Cl)(Cl)P(Cl)(Cl)(Cl)Cl.[Cl-].[Cl-] KAGNIVYXCPMHQX-UHFFFAOYSA-K 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 1
- 229910001626 barium chloride Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 1
- NDTCXABJQNJPCF-UHFFFAOYSA-N chlorocyclopentane Chemical compound ClC1CCCC1 NDTCXABJQNJPCF-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- JHNJGLVSPIMBLD-UHFFFAOYSA-N dichloro(ethyl)phosphane Chemical compound CCP(Cl)Cl JHNJGLVSPIMBLD-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- SWLUDPNYHHFUKX-UHFFFAOYSA-N ethylphosphane dihydrochloride Chemical compound Cl.Cl.CCP SWLUDPNYHHFUKX-UHFFFAOYSA-N 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- SNMVRZFUUCLYTO-UHFFFAOYSA-N n-propyl chloride Chemical compound CCCCl SNMVRZFUUCLYTO-UHFFFAOYSA-N 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000000126 substance Substances 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
-
- 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)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE638532D BE638532A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1962-10-13 | ||
| NL299146D NL299146A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1962-10-13 | ||
| DEF38030A DE1165596B (de) | 1962-10-13 | 1962-10-13 | Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-Komplexverbindungen |
| US310912A US3329697A (en) | 1962-10-13 | 1963-09-23 | Process for the production of organic phosphorus halo-aluminium halide complexes |
| GB39650/63A GB1028173A (en) | 1962-10-13 | 1963-10-08 | Process for the production of organic phosphorus halide complexes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF38030A DE1165596B (de) | 1962-10-13 | 1962-10-13 | Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-Komplexverbindungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1165596B true DE1165596B (de) | 1964-03-19 |
Family
ID=7097184
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF38030A Pending DE1165596B (de) | 1962-10-13 | 1962-10-13 | Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-Komplexverbindungen |
Country Status (5)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2281288C1 (ru) * | 2005-07-12 | 2006-08-10 | Федеральное государственное образовательное учреждение высшего профессионального образования Чувашский государственный университет им. И.Н. Ульянова | Способ получения комплексов 2-изопропокси-2 метилвинилтрихлорфосфонийгексахлорметаллов |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2986579A (en) * | 1954-03-26 | 1961-05-30 | Universal Oil Prod Co | Preparation of alkylphosphorus dichloride |
-
0
- NL NL299146D patent/NL299146A/xx unknown
- BE BE638532D patent/BE638532A/xx unknown
-
1962
- 1962-10-13 DE DEF38030A patent/DE1165596B/de active Pending
-
1963
- 1963-09-23 US US310912A patent/US3329697A/en not_active Expired - Lifetime
- 1963-10-08 GB GB39650/63A patent/GB1028173A/en not_active Expired
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2986579A (en) * | 1954-03-26 | 1961-05-30 | Universal Oil Prod Co | Preparation of alkylphosphorus dichloride |
Also Published As
| Publication number | Publication date |
|---|---|
| GB1028173A (en) | 1966-05-04 |
| NL299146A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| BE638532A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | |
| US3329697A (en) | 1967-07-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1014989B (de) | Verfahren zur Herstellung von aromatischen Dithiophosphinsaeuren bzw. deren Salzen | |
| DE1259883B (de) | Verfahren zur Herstellung von Trikohlenwasserstoffphosphinen | |
| DE1815999C3 (de) | B-Chloräthanpyrophosphonsäure und ihre Verwendung als Pflanzenwachstumshormon | |
| DE2206366B2 (de) | Verfahren zur Herstellung von substituierten Diaminocarbonylderivaten | |
| DE1165596B (de) | Verfahren zur Herstellung von Chlorphosphin-Aluminiumchlorid-Komplexverbindungen | |
| DE2646455C2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| DE1247310B (de) | Verfahren zur Herstellung von tertiaeren Phosphinen | |
| DE1900133B2 (de) | Verfahren zur herstellung von 2- (morpholinothio)-benzothiazol | |
| DE2226774B2 (de) | Verfahren zur Herstellung von Distannanen der Formel R3 Sn-Sn R3 | |
| DE1192205B (de) | Verfahren zur Herstellung von Triaryldihaloge-niden von Elementen der V. Hauptgruppe | |
| EP0008413A1 (de) | Verfahren zur Herstellung von wasserfreien Alkalichloroferraten (II,III) und ihre Verwendung | |
| DE1238013B (de) | Verfahren zur Herstellung von Dithiolphosphorsaeureestern | |
| DE1958125C3 (de) | Verfahren zur Herstellung einer Oxazaphospholanyl-Phosphonsä.ure | |
| DE1768003C3 (de) | Verfahren zur Herstellung von neuartigen Chlorsulfenylphenylisocyaniddichloriden | |
| EP0297037A1 (de) | Poly(arylensulfide) | |
| DE2335371A1 (de) | Verfahren zur herstellung von dialkylphosphinsaeurechloriden | |
| DE2241812A1 (de) | Verfahren zur herstellung von tetrakis-(alpha-hydroxyorgano)-phosphonium-saeuresalzen | |
| DE533468C (de) | Verfahren zur Darstellung antiseptischer Mittel | |
| DE2460288A1 (de) | Verfahren zur herstellung von tricyclohexylzinnderivaten | |
| DE1075581B (de) | Verfahren zur Herstellung fluoraromatischer Verbindungen | |
| DE2002065A1 (de) | Verfahren zur-Herstellung von Sulfimiden | |
| DE2324859A1 (de) | Verfahren zur verwertung von abfaellen aus verunreinigter phosphoriger saeure | |
| DE883904C (de) | Verfahren zur Herstellung von quaternaeren Ammoniumverbindungen | |
| DE1170412B (de) | Verfahren zur Herstellung von Benzthiazolyl-(2)-sulfenmorpholid | |
| DD231360B5 (de) | Verfahren zur Herstellung von Biokoordinationsverbindungen |