Bis(cyclopentadienyl)titanium chloride

Base Information

• Chemical Name: Bis(cyclopentadienyl)titanium chloride
• CAS No.: 1271-19-8
• Molecular Formula: C10H10Cl2Ti
• Molecular Weight: 248.975
• Hs Code.: 29310095
• European Community (EC) Number: 215-035-9
• UN Number: 3261
• Wikipedia: Titanocene_dichloride
• Mol file: 1271-19-8.mol

Synonyms:Bis(cyclopentadienyl)titanium dichloride;1271-19-8;bis(cyclopentadienyl)titanium chloride;biscyclopentadienyl titanium dichloride;di(cyclopentadienyl)titanium dichloride;SC10829;Bis (cyclopentadienyl)titanium dichloride;T0616

Chemical Property of Bis(cyclopentadienyl)titanium chloride

Chemical Property:

• Appearance/Colour: red to brown solid
• Vapor Pressure: 0.002Pa at 25℃
• Melting Point: 287-289 °C
• Boiling Point: 41.5ºC at 760 mmHg
• PSA: 0.00000
• Density: 1.6 g/mL at 25 °C(lit.)
• LogP: 3.29540
• Storage Temp.: Store below +30°C.
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: slow decomposition
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 247.963896
• Heavy Atom Count: 13
• Complexity: 53.3
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Bis(cyclopentadienyl)titanium dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 37/38-61-40-34-33-36/37/38
• Safety Statements: 36-7/8-6A-45-36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Metals -> Metals, Organic Compounds
• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Cl-].[Cl-].[Ti+4]
• Description: Titanocene dichloride is an organotitanium compound with the chemical formula (η5-C5H5)2TiCl2, often written as Cp2TiCl2, which is a common reagent in organometallic chemistry and organic synthesis. Cp2TiCl2 does not form a "sandwich" structure like ferrocene, but a tetrahedral structure due to its four ligands around a metal center. Because of its anti-tumor activity, it has been used in clinical trials as a chemotherapeutic agent.
• Uses: Titanocene dichloride is used as an experimental cancer chemotherapeutic agent. It is used as a research chemical, as a catalyst in Ziegler–Natta polymerization reactions, and as an implant material in orthopedics, oral surgery, and neurosurgery.This metallocene is a common reagent in organometallic and organic synthesis. Titanocene dichloride is used to prepare titanocene pentasulfide. Used as an anticancer drug.

Technology Process of Bis(cyclopentadienyl)titanium chloride

There total 234 articles about Bis(cyclopentadienyl)titanium chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

bis(η5-cyclopentadienyl)titana-2,5-dioxa-3,4-diphenyl-cyclopent-3-ene → bis(cyclopentadienyl)titanium dichloride (1271-19-8) + 2-hydroxy-2-phenylacetophenone (119-53-9,579-44-2)

Guidance literature:

With chloro-trimethyl-silane; water;

Reference yield: 91.3%

ferrocene (102-54-5,55404-68-7) + titanium tetrachloride (7550-45-0) → bis(cyclopentadienyl)titanium dichloride (1271-19-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 65 ℃; for 2h; Inert atmosphere; Cooling with ice;

Reference yield: 90.0%

(C5H5)2TiCH3*(C2H5)2O (74304-33-9) → bis(cyclopentadienyl)titanium dichloride (1271-19-8) + cyclopentadienyl titanium(IV) trichloride (1270-98-0) + methane (34557-54-5,27936-85-2) + hydrogen (1333-74-0)

Guidance literature:

With hydrogenchloride; In diethyl ether; (Ar); to soln. of Ti complex was added threefold excess of HCl in etherat -78°C, mixt. was slowly warmed up to room temp.; solvent was decanted and residue extd. with pentane, eytt. yielded CpTiCl3, residue was extd. with CH2Cl2, yielding Cp2TiCl2; identification by spectroscopy;

DOI:10.1016/S0022-328X(00)83701-8

upstream raw materials:

titanium tetrachloride

bis(triphenylphosphine)iminium chloride

dichloromethane

(C₅H₅)2TiCH₂SC₆H₄

Downstream raw materials:

methylthiol

Dimethyldisulphide

bis(phenylthio)methane

diphenyldisulfane

Refernces

• 1、 Cardin, David J.,Kelly, John M.,Lawless, Gerard A.,Trautman, Raymond J.. "C.I.D.N.P. Enhancement of both Organometallic and Organic Compounds in the Thermal Reaction of 2Ph)Cl(η-C5H5)2> with CCl4". . p. 228 - 229. Retrieved 1982.
• 2、 Lamac, Martin,Spannenberg, Anke,Jiao, Haijun,Hansen, Sven,Baumann, Wolfgang,Arndt, Perdita,Rosenthal, Uwe. "Formation of a 1-zircona-2,5-disilacyclopent-3-yne: Coordination of 1,4-disilabutatriene to zirconocene?". . p. 2937 - 2940. Retrieved 2010.
• 3、 Meinhart,J.D.,Santarsiero,B.D.,Grubbs,R.. "". . p. 3318. Retrieved 1986.
• 4、 Barclay,Cordes,George,Haddon,Itkis,Mashuta,Oakley,Patenaude,Reed,Richardson,Zhang. "Redox, magnetic, and structural properties of 1,3,2-dithiazolyl radicals. A case study on the ternary heterocycle S3N5C4". . p. 352 - 360. Retrieved 1998.
• 5、 Shur, V. B.,Burlakov, V. V.,Vol'pin, M. E.. "". . . Retrieved 1983.
• 6、 Mattia, J.,Sikora, D. J.,Macomber D. W.,Rausch, M. D.,Hickey, J. P.,et al.. "STRUCTURAL ELUCIDATION OF SOME NEW TITANACYCLES BY MEANS OF DEGRADATION AND 13C NMR STUDIES". . p. 441 - 450. Retrieved 1981.
• 7、 Dormond, A.,Dahchour, A.. "REACTIONS D'INSERTION DU MONOXYDE DE CARBONE ET DU CYCLOHEXYLISONITRILE DANS LES LIAISONS Ti-ALKYLE ET Ti-ARYLE. PREMIER EXEMPLE DE REACTION D'INSERTION DANS UNE LIAISON METAL DE TRANSITION-LIGAND PERFLUOROARYLE". . p. 321 - 328. Retrieved 1980.
• 8、 Famili, Amir,Farona, Michael F.,Thanedar, Shrinivas. "Reactions of Titana- and Zircona-cyclopentadienes with Alkynes". . p. 435 - 436. Retrieved 1983.
• 9、 Kunicki,Sadowski,Zachara. "Synthesis, properties and crystal structure of bist(cyclopentadienyl) aluminium complex [η1-(C5H5) 2AlO-iPr]2". . p. 249 - 253. Retrieved 1996.
• 10、 Battaglia, Luigi Pietro,Nardelli, Mario,Pelizzi, Corrado,Predieri, Giovanni,Chiusoli, Gian Paolo. "CARBON MONOOXIDE-INDUCED DISPROPORTIONATION OF DICYCLOPENTADIENYLTITANIUM CHLORIDE DIMER TO DICYCLOPENTADIENYLTITANIUM DICARBONYL AND DICYCLOPENTADIENYLTITANIUM DICHLORIDE". . p. 301 - 304. Retrieved 1983.