BE551339A - - Google Patents
Info
- Publication number
- BE551339A BE551339A BE551339DA BE551339A BE 551339 A BE551339 A BE 551339A BE 551339D A BE551339D A BE 551339DA BE 551339 A BE551339 A BE 551339A
- Authority
- BE
- Belgium
- Prior art keywords
- metal
- cyclopentadienyl
- bis
- titanium
- halogen
- Prior art date
Links
- 229910052751 metal Inorganic materials 0.000 claims description 33
- 239000002184 metal Substances 0.000 claims description 33
- 239000000203 mixture Substances 0.000 claims description 31
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 20
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 17
- 229910052794 bromium Inorganic materials 0.000 claims description 17
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 16
- 229910052726 zirconium Inorganic materials 0.000 claims description 16
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 239000010936 titanium Substances 0.000 claims description 14
- 229910052719 titanium Inorganic materials 0.000 claims description 13
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 11
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 11
- 125000004429 atom Chemical group 0.000 claims description 11
- 229910052740 iodine Inorganic materials 0.000 claims description 10
- 239000011630 iodine Substances 0.000 claims description 10
- 125000005843 halogen group Chemical group 0.000 claims description 9
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 239000012442 inert solvent Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 claims description 4
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 4
- 150000001721 carbon Chemical class 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 22
- -1 bis-cyclopentadienyl-titanium Chemical compound 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 description 4
- 238000000605 extraction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000013078 crystal Substances 0.000 description 3
- YMNCCEXICREQQV-UHFFFAOYSA-L cyclopenta-1,3-diene;titanium(4+);dichloride Chemical compound [Cl-].[Cl-].[Ti+4].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 YMNCCEXICREQQV-UHFFFAOYSA-L 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- MFRXMZYAKSRDMT-UHFFFAOYSA-L [Br-].[Br-].C1(C=CC=C1)[Ti+2]C1C=CC=C1 Chemical compound [Br-].[Br-].C1(C=CC=C1)[Ti+2]C1C=CC=C1 MFRXMZYAKSRDMT-UHFFFAOYSA-L 0.000 description 2
- ZCSDFAPAXDEPOQ-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC=C1)[Zr+2]C1(C(C(CC1)Cl)(Cl)Cl)Cl Chemical compound [Cl-].[Cl-].C1(C=CC=C1)[Zr+2]C1(C(C(CC1)Cl)(Cl)Cl)Cl ZCSDFAPAXDEPOQ-UHFFFAOYSA-L 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 238000000859 sublimation Methods 0.000 description 2
- 230000008022 sublimation Effects 0.000 description 2
- QMBQEXOLIRBNPN-UHFFFAOYSA-L zirconocene dichloride Chemical compound [Cl-].[Cl-].[Zr+4].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 QMBQEXOLIRBNPN-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WWSQJPSRIIAESH-UHFFFAOYSA-L IC(CCC1([Ti+2]C2C=CC=C2)I)C1(I)I.[Cl-].[Cl-] Chemical compound IC(CCC1([Ti+2]C2C=CC=C2)I)C1(I)I.[Cl-].[Cl-] WWSQJPSRIIAESH-UHFFFAOYSA-L 0.000 description 1
- DCHJBWWZWRJEPB-UHFFFAOYSA-L IC(CCC1([Ti+2]C2C=CC=C2)I)C1(I)I.[I-].[I-] Chemical compound IC(CCC1([Ti+2]C2C=CC=C2)I)C1(I)I.[I-].[I-] DCHJBWWZWRJEPB-UHFFFAOYSA-L 0.000 description 1
- AWNUEQLXCLZMKS-UHFFFAOYSA-L [Br-].[Br-].C1(C=CC=C1)[Ti+2]C1(C(C(CC1)Cl)(Cl)Cl)Cl Chemical compound [Br-].[Br-].C1(C=CC=C1)[Ti+2]C1(C(C(CC1)Cl)(Cl)Cl)Cl AWNUEQLXCLZMKS-UHFFFAOYSA-L 0.000 description 1
- CYKMNKXPYXUVPR-UHFFFAOYSA-N [C].[Ti] Chemical compound [C].[Ti] CYKMNKXPYXUVPR-UHFFFAOYSA-N 0.000 description 1
- CWJIIOSJRASLBJ-UHFFFAOYSA-L [Cl-].[Cl-].C1(C=CC=C1)[Ti+2]C1(C(C(CC1)Br)(Br)Br)Br Chemical compound [Cl-].[Cl-].C1(C=CC=C1)[Ti+2]C1(C(C(CC1)Br)(Br)Br)Br CWJIIOSJRASLBJ-UHFFFAOYSA-L 0.000 description 1
- IPTJKFGGRLMTIC-UHFFFAOYSA-L [I-].[I-].C1(C=CC=C1)[Ti+2]C1C=CC=C1 Chemical compound [I-].[I-].C1(C=CC=C1)[Ti+2]C1C=CC=C1 IPTJKFGGRLMTIC-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XEKAUTDWPYQNFU-UHFFFAOYSA-N chlorane Chemical compound Cl.Cl.Cl XEKAUTDWPYQNFU-UHFFFAOYSA-N 0.000 description 1
- 229960004070 clopamide Drugs 0.000 description 1
- IDASTKMEQGPVRR-UHFFFAOYSA-N cyclopenta-1,3-diene;zirconium(2+) Chemical compound [Zr+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 IDASTKMEQGPVRR-UHFFFAOYSA-N 0.000 description 1
- WDGICGVEWQIMTQ-UHFFFAOYSA-L cyclopentane;difluorotitanium Chemical compound F[Ti]F.[CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1 WDGICGVEWQIMTQ-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- ZSWFCLXCOIISFI-UHFFFAOYSA-N endo-cyclopentadiene Natural products C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000006053 organic reaction Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 150000003608 titanium Chemical class 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
- 150000003755 zirconium compounds Chemical class 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/28—Titanium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL100445T |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE551339A true BE551339A (en:Method) |
Family
ID=19763810
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE551339D BE551339A (en:Method) |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE551339A (en:Method) |
| NL (1) | NL100445C (en:Method) |
-
0
- BE BE551339D patent/BE551339A/fr unknown
- NL NL100445D patent/NL100445C/xx active
Also Published As
| Publication number | Publication date |
|---|---|
| NL100445C (en:Method) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| BE1008403A4 (fr) | Procede de cristallisation d'iopamidol. | |
| FR2567124A1 (fr) | Nouvelle forme d cristalline, stable, anhydre du chlorhydrate de prazosine et nouveau procede pour la preparation de cette forme d cristalline | |
| CA1125283A (fr) | Procede de preparation industrielle de colorants azoiques contenant des groupes cyano | |
| FR2669636A1 (fr) | Procede de fabrication de furane 2,5-dicarboxaldehyde. | |
| CA1199639A (fr) | Procede de preparation de derives de la quinuclidine substitues en position 3 | |
| BE551339A (en:Method) | ||
| EP0403945B1 (fr) | Carbinols cycloaliphatiques et leur utilisation à titre de produits de départ pour la préparation de dérivés furanniques | |
| BE498176A (en:Method) | ||
| FR2599369A1 (fr) | Procede de preparation de disilylmethanes | |
| CA2091127A1 (fr) | Derives de thiazolidine-2,4-dione, leur procede de preparation et les compositions pharmaceutiques qui les contiennent | |
| EP0965588A1 (fr) | Procédé de préparation de dérivés de la 4-phényl-1,2,3,6-tétrahydropyridine et les produits intermédiaires mis en oeuvre | |
| FR2509725A1 (fr) | (hydroxyalkyl)phenylsulfures, leurs procedes de preparation et compositions pharmaceutiques les contenant | |
| EP0178532B1 (fr) | Compositions parfumantes et articles parfumés contenant le 2-acétyl-4-méthyl-4-penténoate d'éthyle | |
| LU85292A1 (fr) | Procede pour la preparation de 1,8-dihydroxy-10-acyl-9-anthrones,en particulier pour une utilisation dans le traitement du psoriasis | |
| EP0171307B1 (fr) | Procédé de fabrication de composés silylmétallocènes et composés obtenus par ce procédé | |
| CH640537A5 (fr) | Procede de preparation de 3-exomethylenecepham-sulfoxydes. | |
| FR2544312A1 (fr) | Procede de preparation de derives de pyrimidinetrione et application therapeutique du febarbamate ainsi obtenu | |
| EP0374015B1 (fr) | Préparation de composés bromés organiques du manganèse et leur application, notamment à la production de cétones | |
| LU83511A1 (fr) | Procede de preparation d'acides dialuriques substitues en position 5 | |
| CA1122214A (fr) | Amino-5 tetrahydro-1,2,3,4 anthraquinone et sa preparation | |
| BE520457A (en:Method) | ||
| WO2005058922A2 (fr) | Procede de preparation d'organo alcoxydialkylsilane | |
| FR2845992A1 (fr) | Derives de 3-(cyclopenten-1yl)-benzyl-ou3-(cyclopenten-1yl)- heteroarylmethyl-amines et leur utilisation a titre de medicaments pour le traitement de la schizophrenie | |
| WO1991007406A1 (fr) | Derives de metal de transition a structure porphyrinique, utilisation de ce derive pour la fabrication de medicaments | |
| BE493521A (en:Method) |