For transition metals, the valence orbitals consist of ns, 3 np and 5 (n-1)d orbitals, leading to its tendency of being surrounded by 18 electrons. Thispentamethylcyclopentadienyl(Cp*) species undergoes many reactions such as cycloadditions of alkynes. The d electron count is a chemistry formalism used to describe the electron configuration of the valence electrons of a transition metal center in a coordination complex. Before "Cp2Ti" + RCC(CH2)nCCR + acid (cyclo) C=CHR(CH2)nC=CHR or C=CHR(CH2)nCCH3 (E isomer only)[6] (n usually 2-6; this can also yield a linked chain of titanocyclopentadienes). The standard electron configuration model assumes a hydrogen-like atom removed from all other atoms. Please see the following for information about ; Razuvaev, G.A., available from the NIST/EPA/NIH Mass Spectral Library. Tel' noi, V.I. Titanocene dichloride Formula: C 10 H 10 Cl 2 Ti Molecular weight: 248.959 IUPAC Standard InChI: InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2 IUPAC Standard InChIKey: XKLWATAZDMHTSH-UHFFFAOYSA-L CAS Registry Number: 1271-19-8 Chemical structure: This structure is also available as a 2d Mol file Epub 2020 Jul 31. The electronic structure and photoelectron spectra of dichlorodi--cyclopentadienyl- titanium(IV), -zirconium(IV) and- hafnium(IV), [all data], Calhorda, Gomes da Costa, et al., 1982 LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard The 18 electron rule is usually followed in metal complexes with strong field ligands that are good donors and acceptors (for example, CO ligands). A few exceptions exist with only one (or zero for palladium) electron in the ns orbital. [14][15]This dimer can be trapped by conducting the reduction of titanocene dichloride in the presence of ligands; in the presence ofbenzene, afulvalenecomplex,(5:5-fulvalene)-di-(-hydrido)-bis(5-cyclopentadienyltitanium),can be prepared and the resultingsolvatestructurally characterised byX-ray crystallography. Structures that satisfy this preferred electron structure are described as electron-precise. H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled. Please Contact Us For example, the 4s fills before the 3d in period 4. FOIA [15][16], Reductions have been investigated using Grignard reagent and alkyl lithium compounds. ; Galvo, A.M.; Minas da Piedade, M.E. All rights reserved. Cp2TiCl2can also be prepared by using freshly distilledcyclopentadienerather than its sodium derivative: This reaction is conducted under a nitrogen atmosphere and by using THF as solvent. H. Wang, H. Lin, Y. The complex finds specialized use in synthetic organic chemistry as a single electron reductant . The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. The following components were used in generating the plot: Additonal code used was developed at NIST: [1][2] The d electron count is an effective way to understand the geometry and reactivity of transition metal complexes. Calhorda, M.J.; Carrondo, M.A.A.F.C.T. Payack, J. F.; Hughes, D. L.; Cai, D.; Cottrell, I. F.; Verhoeven, T. R. "Dimethyltitanocene Titanium, bis(5-2,4-cyclopentadien-1-yl)dimethyl-" Organic Syntheses, Coll. It describes the tendency of the central metal to achieve the noble gas configuration in its valence shell, and is somewhat analogous to the octet rule in a simplified rationale. Enter the desired X axis range ; Martinho Simes, J.A., the library and The precipitated titanocene difluoride can then be filtered and converted to hydride 45 by direct treatment with PhSiH 3 without butyllithium, but other bases (piperidine or pyrrolidine . Inorg. [all data], Cauletti, Clark, et al., 1980 For example, in the MO diagram provided for the [Ti(H2O)6]3+ the ns orbital which is placed above (n1)d in the representation of atomic orbitals (AOs) is used in a linear combination with the ligand orbitals, forming a very stable bonding orbital with significant ligand character as well as an unoccupied high energy antibonding orbital which is not shown. intended to imply recommendation or endorsement by the National jcamp-plot.js. to give the pseudohalides. Cp2TiCl2is a generally useful reagent that effectively behaves as a source of Cp2Ti2+. All rights reserved. WithNaSHand withpolysulfidesalts, one obtains the sulfido derivatives Cp2Ti(SH)2and Cp2TiS5. Rev. click the mouse on the plot to revert to the orginal display. Inorganic Chemistry. ; Martinho Simes, J.A., form is * You can easily unsubscribe at any time. [1] Technology, Office of Data That leaves the (n1)d orbitals to be involved in some portion of the bonding and in the process also describes the metal complex's valence electrons. (C5H4-C5H4)2Fe2 InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2, National Institute of Standards and J. Chem. Comparative experiments suggest that the mismatched hydrolysis rate of chloride anion and organic cyclopentadiene in unique titanocene dichloride (Cp2TiCl2) molecules should be responsible for the formation of HTSs. A polymer containing repeat units derived from a norborne sulfonamide monomer having the formulawherein x represents oxygen, nitrogen with hydrogen or a C1-1 In organometallic chemical jargon, this bonding is referred to as 5 (see hapticity). [2] It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug. Alkyne derivatives of titanocene have received considerable attention. There are many examples of every possible d electron configuration. Chem Biol Interact. Both substances induce mitotic aberrations, e.g., pyknotic . intended to imply recommendation or endorsement by the National 1981 May;68(5):273-4. doi: 10.1007/BF01047338. The other three d orbitals in the basic model do not have significant interactions with the ligands and remain as three degenerate non-bonding orbitals. Thus for coordination complexes the standard electron configuration formalism is meaningless and the d electron count formalism is a suitable substitute. Groups with neutral charge in octet structure, such as CO and NH3, behaves the same as in valence methods. Such stereochemistry is present in many interesting natural terpenes. The https:// ensures that you are connecting to the 1979).Complex (1) was prepared by the reaction of titanocene dichloride and trimethylaluminum, conditions that are closely related to the homogeneous catalytic metathesis reactions. It exists as a bright red solid that slowly hydrolyzes in air. [3], The standard preparations of Cp2TiCl2 start with titanium tetrachloride. This metallocene is a common reagent in organometallic and organic synthesis. Similarly, a titanocene-benzyne complex results from the reaction of Cp2Ti with o-bromoflurobenzene and diphenylacetylene in the presence of Mg at low temperatures. Transition metal complexes with 18 electrons are also referred to as saturated, and there will be no other empty low-lying orbitals available for extra ligand coordination. J. Organometal. Nevertheless, they are usually highly oxygen-sensitive compounds. Organometallics, 1987, 6, 734. It describes the tendency of the central metal to achieve the noble gas configuration in its valence shell, and is somewhat analogous to the octet rule in a simplified rationale. A scanning electron microscopy (SEM) equipped with an energy-dispersive spectroscopy (EDS) accessory was used to observe both the morphology of collected fibers and Ti element in the fiber. Russ. 09/21/2011. sharing sensitive information, make sure youre on a federal ; Salema, M.S. More conveniently handled reductants include Mg, Al, or Zn. Thismetalloceneis a common reagent inorganometallicandorganic synthesis. Careers. This page allows searching A one-pot and template-free strategy for synthesizing hollow TiO2 nanostructures (HTSs) is developed by using titanocene dichloride as a titanium source, acetone as a solvent, and ammonia as a basic source. These bonds drastically change the energies of the orbitals for which electron configurations are predicted. Subscribe above to receive our eNews, featuring scientific research, new products, and exclusive promotions. spectrum (can be printed in landscape orientation). ((C5H5)Fe(C5H4))2 by the U.S. Secretary of Commerce on behalf of the U.S.A. Find out how LUMITOS supports you with online marketing. for more information. This poor explanation avoids the basic problems with the standard electron configuration model. J. Chem. Examples include complexes with agostic interaction. Sign up today! This metallocene is a common reagent in organometallic and organic synthesis. Under most conditions all of the valence electrons of a transition metal center are located in d orbitals while the standard model of electron configuration would predict some of them to be in the pertinent s orbital. The original synthesis byGeoffrey Wilkinsonand Birmingham usessodium cyclopentadienide[4]is still commonly used: The reaction is conducted inTHF. Organometallics, 1985, 4, 528. [8] A similar reaction is the reductive cyclization of enones to form the corresponding alcohol in a stereoselective manner. In that case, a titanocene(IV) regenerating agent and an electron source, such as manganese or zinc dust, are required. The TanabeSugano diagram with a small amount of information accurately predicts absorptions in the UV and visible electromagnetic spectrum resulting from d to d orbital electron transitions. By continuing on our website, you accept the use of cookies. Sorry for the inconvenience. pp. ; Salema, M.S. ; Kiser, R.W., Soc., Dalton Trans., 1982, 2327.. [all data], Dias, Dias, et al., 1987 Please note that we cannot offer bulk quantities for some products. In any case, the evolution of the applications of titanocene(III) in natural product synthesis suggests that these reagents can be a matter of choice in the arsenal of a synthetic organic chemist. 1991;91(1):25-37. doi: 10.1016/S0065-1281(11)80288-6. also available. Please contact TCI for lead times on items not in stock. Furthermore, titanocene can catalyze C-C bond metathesis to form asymmetric diynes. It is supposed that the apparent virus induction acts as a fortifying factor in the course of tumor inhibition by TDC, and the formation of type-A-virus particles can be recognized. Titanocene dichloride. LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi -, J Cancer Res Clin Oncol. Accessibility This results in two filled bonding orbitals and two orbitals which are usually the lowest unoccupied molecular orbitals (LUMO) or the highest partially filled molecular orbitals a variation on the highest occupied molecular orbitals (HOMO). For a high-oxidation-state metal center with a +4 charge or greater it is understood that the true charge separation is much smaller. The formalism has been incorporated into the two major models used to describe coordination complexes; crystal field theory and ligand field theory, which is a more advanced version based on molecular orbital theory.[3]. Identify the number of electrons contributed by the ligands. Examples: Titanocene dichloride is used to preparetitanocene pentasulfide, a precursor to unusual alloptropes of sulfur: Structure of pentasulfur-The resulting pentasulfur-titanocene complex is allowed to react with polysulfur dichloride to give the desired cyclosulfur of in the series:[10]. An example is chromium whose electron configuration is [Ar]4s13d5 with a half-filled d subshell, although Madelung's rule would predict [Ar]4s23d4. 2021 by the U.S. Secretary of Commerce ; Latyaeva, V.N. ; Martinho Simes, J.A., What follows is a short description of common geometries and characteristics of each possible d electron count and representative examples. It is important to remember that the d electron count is a formalism and describes some complexes better than others. This pentamethylcyclopentadienyl (Cp*) species undergoes many reactions such as cycloadditions of alkynes. Atoms tend to have all its valence orbitals occupied by paired electrons. 8600 Rockville Pike Titanocene, TiCp2, is itself so highly reactive that it is not known but it can be trapped by conducting the reduction in the prsence of ligands. [14], Titanocene itself, TiCp2, is so highly reactive that it rearranges into a TiIII hydride dimer and has been the subject of much investigation. The eg* orbitals are strongly antibonding and remains empty, while t2g orbitals are non-bonding, and may be occupied by 0-6 electrons. 1980 Jan;96(1):43-51 [all data], Bruce and Tyler, 1985 HHS Vulnerability Disclosure, Help 1996 May;42(3):439-50. (E. If metal-metal bond is present, one bond counts for one electron for each metal atom. On the other hand, less than 18 electrons may be observed in complexes of 4th and 5th row transition metals with high oxidation states. A few common examples of exceptions to 18 electron rules include:[3]. If your information is correct and you are still not able to view the requested certificates, Please ; Diogo, H.P. Work-up entails extraction into chloroform/hydrogen chloride and recrystallization from toluene. .hide-if-no-js { More conveniently handled reductants include Mg, Al, or Zn. Condorelli, G.; Fragala, I.; Centineo, A.; Tondello, E., Your email address will not be published. Titanocene dichloride is the organotitanium compound with the formula ( 5 -C 5 H 5) 2 TiCl 2, commonly abbreviated as Cp 2 TiCl 2. [25]Related reactions occur with diynes. InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2, National Institute of Standards and Data compilation copyright A one-pot and template-free strategy for synthesizing hollow TiO 2 nanostructures (HTSs) is developed by using titanocene dichloride as a titanium source, acetone as a solvent, and ammonia as a basic source. Qum., 1984, 26, 227. Please enable JavaScript [all data], Stephenson and Malanowski, 1987 [all data], Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), References. Complexes with less than 18 electron counts are unsaturated and can electronically bind to additional ligands. Below are the EPA applications/systems, statutes/regulations, or other sources that track or regulate this substance. [24] One family of derivatives are the titanocyclopentadienes. TiCp2S5 ; Salema, M.S. View image of digitized Calado, J.C.G. provided correct acknowledgement is given. to access the full features of the site or access our, Key Lab of Organic Optoelectronics and Molecular Engineering, Department of Chemistry, Tsinghua University, Beijing 100084, China. Titanocene chloride | C10H10ClTi- | CID 129652496 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological . "agostic interaction". Practical aspects of electron energy loss spectroscopy (EELS) in biology. The formalism has been incorporated into the two major models used to describe coordination complexes; crystal field theory and ligand field theory, which is a more advanced version based on molecular orbital theory.[3]. Contact Us For example, H group is now considered H-, as well as other groups such as halide, hydroxyl and methyl groups. Instead it is generated in the presence of trapping ligands such as PhCCPh and CO2 to give the 5-membered metallacycles. -, Histochemistry. Identify the overall charge of the metal-ligand complex. [all data], Dias, Salema, et al., 1982 In this situation the complex geometry is octahedral, which means two of the d orbitals have the proper geometry to be involved in bonding. Another catalyst precursor is titanocene difluoride (46 is an example), which can be obtained by addition of NaF to aqueous solution of titanocene dichloride . You can change or update your cookiesettingsat any time. Documents(Note: Some products will not have analytical charts available. One of the critical early events in the development of a viable ROMP process was the achievement of catalyzing a metathesis reaction with a well-characterized carbene complex (Tebbe et al. Since the orbitals resulting from the ns orbital are either buried in bonding or elevated well above the valence, the ns orbitals are not relevant to describing the valence. Two structures are shown, A and B, which are both resonance contributors to the actual structure of Rosenthal's reagent. What follows is a short description of common geometries and characteristics of each possible d electron count and representative examples. Miessler, Gary L.; Tarr, Donald A. d 1 Examples: molybdenum(V) chloride, vanadyl acetylacetonate, vanadocene dichloride, vanadium tetrachloride. Accessibility StatementFor more information contact us atinfo@libretexts.orgor check out our status page at https://status.libretexts.org. The requested specifications are not available. Titanocene(III)-mediated radical processes have been applied to the synthesis of natural products of diverse nature. 1990 Oct-Dec;105(1-3):35-45. doi: 10.1016/1047-8477(90)90096-u. The d electron count is a chemistry formalism used to describe the electron configuration of the valence electrons of a transition metal center in a coordination complex. Acta Histochem. wangxun@mail.tsinghua.edu.cn. please go to the Copyright Clearance Center request page. Examples of this kind of ligands include F. Identify the group number of the metal center. A large range of nucleophiles will displace chloride. errors or omissions in the Database. [6], Titanocene dichloride has being investigated as a potential anticancer drug (currently in clinical trials). and diagrams provided correct acknowledgement is given. Transmission electron microscopy (TEM) observations demonstrate that the morphology transformation undergoes solid, yolk-shell and then hollow structures, typical of an Ostwald ripening . Interaction of metallocene dichlorides with apo-human transferrin: A spectroscopic study and cytotoxic activity against human cancer cell lines. click the mouse on the plot to revert to the orginal display. Titanocene dichloride titanocene dichloride | C20H20Cl4Ti2-2 - PubChem National Library of Medicine National Center for Biotechnology Information About Posts Submit Contact Search PubChem Apologies, we are having some trouble retrieving data from our servers. ; Ciliberto, E.; Coleman, A.W., This conversion can be effected with TiCl4or by reaction withSOCl2. The Aufbau principle and Madelung's rule would predict for period n that the ns orbitals fill prior to the (n1)d orbitals. ; Martinho Simes, J.A. Your browser does not support JavaScript. the library and The ionic method always assigns filled valences to the ligands. FeCp(CO)2I, titanocene dichloride, dichlorobis(cyclopentadienyl)titanium(IV), InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q2*-1;;;+4/p-2, InChI=1/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q2*-1;;;+4/p-2/r2C5H5.Cl2Ti/c2*1-2-4-5-3-1;1-3-2/h2*1-5H;/q2*-1;+2, Except where otherwise noted, data are given for materials in their, (Cycloheptatrienyl)(cyclopentadienyl)titanium, bis(cyclopentadienyl)titanium(III) chloride, "Summary of Classification and Labelling", "Exploring the Organometallic Route to Molecular Spin Qubits: The [Cp, Encyclopedia of Reagents for Organic Synthesis, "Origins, Current Status, and Future Challenges of Green Chemistry", "Using titanium complexes to defeat cancer: the view from the shoulders of Titans", https://en.wikipedia.org/w/index.php?title=Titanocene_dichloride&oldid=1132696434, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License 3.0, This page was last edited on 10 January 2023, at 03:14. The TiO2 nanostructures exhibit controllable morphologies and tunable sizes by mainly adjusting the amounts of the titanium precursor or ammonia. Organometallics, 1982, 1, 971. ; Vyshmskaya, L.I. Organometallics, 1987, 6, 1427. Thus a large range of nucleophiles will displace chloride. Use or mention of technologies or programs in this web site is not Many analogues of Cp2TiCl2 are known. . for more information. Complexes with ligands of strong -donating characters often violate 18 electron rule. Select a region with no data or [2], Cp2TiCl2 continues to be prepared similarly to its original synthesis by Wilkinson and Birmingham:[3]. The fiber morphologies show the titanocene . The valence of a transition metal center can be described by standard quantum numbers. Corresponding authors, a bis(cyclopentadienyl)titanium(III) chloride, Encyclopedia of Reagents for Organic Synthesis, Drugs for Neglected Diseases initiative DNDi, Qualified Infectious Disease Product designation, Production of High-Quality Diesel from Biomass Waste Products. TSCATS. This may take some time to load. There are various hand waving arguments for this phenomenon including that "the ns electrons are farther away from the nuclei and thus ionized first" while ignoring results based on neutral complexes. "18 electron rule" - Wikipedia, 18 May 2019. [all data], Dias, Salema, et al., 1984 Calhorda, M.J.; Gomes da Costa, R.; Dias, A.R. Since the (n1)d shell is predicted to have higher energy than the ns shell, it might be expected that electrons would be removed from the (n1)d shell first. the Phenom., 1980, 18, 61. Each of the two Cp rings are attached to Ti(IV) through all five carbon atoms. [1] ; Tyler, D.R., J. Electron Spectrosc. Notice: This spectrum may be better viewed with a Javascript The following components were used in generating the plot: Additonal code used was developed at NIST: Institute of Standards and Technology, nor is it intended to imply But referring to the formal oxidation state and d electron count can still be useful when trying to understand the chemistry. http://pubs.acs.org/doi/10.1021/acs.oprd.7b00098, Although Cp2TiCl is not a renewable feedstock, it is important to say that this SET is a good alternative to them because it is obtained from nonhazardous materials and also because titanium is one of the most abundant and safe transition metals on Earth, Titanocene dichlorideis theorganotitanium compoundwith the formula (5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. Go To: Top, Mass spectrum (electron ionization), References Data from NIST Standard Reference Database 69: NIST Chemistry WebBook The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound . The complex is pseudotetrahedral. Private communication (see http://webbook.nist.gov/chemistry/om/). ; Martinho Simes, J.A., Required fields are marked *, Long, B. Ni, T. He, S. Zhang, H. Zhu and X. Wang, Find out more about the company LUMITOS and our team. It exists as a bright red solid that slowly hydrolyzes in air. . [14][15], Titanocene is not Ti(C5H5)2, but rather this isomer with a fulvalene dihydride structure. Cp2TiCl2 is a generally useful reagent that effctively behaves as a source of Cp2Ti2+. Bookshelf of all reactions involving this species. [26]In fact, it was both the first non-platinumcoordination complexand the first metallocene to undergo a clinical trial. PUGVIEW FETCH ERROR: 403 Forbidden National Center for Biotechnology Information Epub 2018 Mar 20. * Items in stock locally ship in 1-2 business days. There are various hand waving arguments for this phenomenon including that "the ns electrons are farther away from the nuclei and thus ionized first" while ignoring results based on neutral complexes. When only one equivalent of reducing agent is added, Ti(III) species result, i.e. Experimentally it has been observed that not only are the ns electrons removed first, even for unionized complexes all of the valence electrons are located in the (n1)d orbitals. The np orbitals if any that remain non-bonding still exceed the valence of the complex. [28], Reduction of titanocene dichloride in the presence of conjugated dienes such as 1,3-butadiene gives 3-allyltitanium complexes. The two orbitals that are involved in bonding form a linear combination with two ligand orbitals with the proper symmetry. Electron-spectroscopic imaging--a method for analysing the distribution of light elements in mammalian cells and tissues. Intracellular distribution of titanium after treatment with the antitumor agent titanocene dichloride: on electron energy loss spectroscopic study Naturwissenschaften. 1980 Aug;67(8):415-6 Cp2TiCl2undergoes anion exchange reactions, e.g. Coordination Complexes of Titanium(IV) for Anticancer Therapy. 2017 Sep;28(9):1901-1909. doi: 10.1007/s13361-017-1697-9. Note: Please consider using the Photoelectron spectra of bis-cyclopentadienyl metal dihalides, It is these dd transitions, ligand to metal charge transfers (LMCT), or metal to ligand charge transfers (MLCT) that generally give metals complexes their vibrant colors. To use all functions of this page, please activate cookies in your browser. For example, ligands such as CO and NH3 are considered to have filled valence and contribute 2 electrons. Crystal field theory describes a number of physical phenomena well but does not describe bonding nor offer an explanation for why ns electrons are ionized before (n1)d electrons. [2] Intracellular localization of titanium within xenografted sensitive human tumors after treatment with the antitumor agent titanocene dichloride. Also, this complex has proved to be an ideal reagent for green CC and CO bond forming reactions, green reduction, isomerization, and deoxygenation reactions of several functional organic groups as we demonstrate throughout the review. Depending on the geometry of the final complex, either all three of the np orbitals or portions of them are involved in bonding, similar to the ns orbitals. = Use or mention of technologies or programs in this web site is not Copyright Clearance Center request page. In this review, we highlight that Cp2TiCl is a reagent widely used in radical and organometallic chemistry, which shows, if not all, at least some of the 12 principles summarized for Green Chemistry, such as waste minimization, catalysis, safer solvents, toxicity, energy efficiency, and atom economy. Data compilation copyright Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Mass spectrum (electron ionization), Notes, Martinho Simes [all data], Calado, Dias, et al., 1981 This poor explanation avoids the basic problems with the standard electron configuration model. It exists as a bright red solid that slowly hydrolyzes in air. for more information. 1963 Apr;17:208-12 PMID: 7242687 . To view more metadata about the specific Synonym, click on the Synonym. Titanocene dichloride, or di cyclopentadienyl titanium di chloride is ( 5 -C 5 H 5) 2 TiCl 2 (commonly abbreviated as Cp 2 TiCl 2 ); this metallocene is widely used in organometallic and organic synthesis both as a reagent and as a catalyst. The original synthesis by Wilkinson and Birmingham, using sodium cyclopentadienide,[4] is still commonly used:[5], It can also be prepared by using freshly distilled cyclopentadiene rather than its sodium derivative:[6], Focusing on the geometry of the Ti center, Cp2TiCl2 adopts a distorted tetrahedral geometry (counting Cp as a monodentate ligand). Items from Japan stock are able to ship from a US warehouse within 2 weeks. The product is purified bysoxhlet extractionusingtolueneas solvent.[5]. Please note that the latest information on the storage temperature for the products is described on our website. HTML 5 canvas support.