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Titanocene dichloride information


Titanocene dichloride
Titanocene dichloride
Ball-and-stick model of titanocene dichloride
Sample of titanocene dichloride
Names
IUPAC name
Dichloridobis(η5-cyclopentadienyl)titanium
Other names
titanocene dichloride, dichlorobis(cyclopentadienyl)titanium(IV)
Identifiers
CAS Number
  • 1271-19-8 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 34981141 checkY
ECHA InfoCard 100.013.669 Edit this at Wikidata
EC Number
  • 215-035-9
PubChem CID
  • 5284468
RTECS number
  • XR2050000
UNII
  • MJE0547U1U checkY
UN number 3261
CompTox Dashboard (EPA)
  • DTXSID3021354 Edit this at Wikidata
InChI
  • InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q2*-1;;;+4/p-2 ☒N
    Key: YMNCCEXICREQQV-UHFFFAOYSA-L ☒N
  • 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
    Key: YMNCCEXICREQQV-JUFMQDBHAK
SMILES
  • [cH-]1cccc1.[cH-]1cccc1.Cl[Ti+2]Cl
Properties
Chemical formula
C10H10Cl2Ti
Molar mass 248.96 g/mol
Appearance bright red solid
Density 1.60 g/cm3, solid
Melting point 289 °C (552 °F; 562 K)
Solubility in water
sl. sol. with hydrolysis
Structure
Crystal structure
Triclinic
Coordination geometry
Dist. tetrahedral
Hazards[1]
GHS labelling:
Pictograms
GHS07: Exclamation mark
Signal word
Warning
Hazard statements
H315, H335
Precautionary statements
P201, P202, P261, P264, P270, P271, P280, P281, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability (red): no hazard codeInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazards (white): no code
2
1
Related compounds
Related compounds
Ferrocene
Zirconocene dichloride
Hafnocene dichloride
Vanadocene dichloride
Niobocene dichloride
Tantalocene dichloride
Molybdocene dichloride
Tungstenocene dichloride
TiCl4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Titanocene dichloride is the organotitanium compound with the formula (η5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air.[2] It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug.[3]

  1. ^ "Summary of Classification and Labelling". Retrieved 5 December 2021.
  2. ^ Budaver, S., ed. (1989). The Merck Index (11th ed.). Merck & Co., Inc.
  3. ^ Cite error: The named reference anti-cancer was invoked but never defined (see the help page).

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Titanocene dichloride

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Titanocene dichloride is the organotitanium compound with the formula (η5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common...

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Titanocene dicarbonyl

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reduction of aldehydes. Cp2Ti(CO)2 is prepared by the reduction of titanocene dichloride with magnesium as a slurry in THT under an atmosphere of carbon...

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Titanocene Y

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Titanocene Y also known as bis[(p-methoxybenzyl)cyclopentadienyl]titanium(IV) dichloride or dichloridobis(η5-(p-methoxybenzyl)cyclopentadienyl)titanium...

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Organotitanium chemistry

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1861, the first example was not reported until 1954. In that year titanocene dichloride was described by Wilkinson and Birmingham. Independently, titanium-based...

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Metallocene

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metallocenes are the metallocene derivatives, e.g. titanocene dichloride or vanadocene dichloride. Certain metallocenes and their derivatives exhibit...

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Titanocene pentasulfide

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ExCl2, to afford titanocene dichloride and various S5+x and S5Sex rings. Illustrative is the synthesis of S7 from disulfur dichloride: (C5H5)2TiS5 + S2Cl2...

Word Count : 385

Vanadocene dichloride

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Vanadocene dichloride is an organometallic complex with formula (η5-C5H5)2VCl2 (commonly abbreviated as Cp2VCl2). It is a structural analogue of titanocene dichloride...

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Titanium tetrachloride

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is an aluminium-containing derivative of titanocene that arises from the reaction of titanocene dichloride with trimethylaluminium. It is used for the...

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Hapticity

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contiguous (connected to each other), the η-notation is used, as e.g. in titanocene dichloride: dichlorobis(η5-2,4-cyclopentadien-1-yl)titanium. Molecules with...

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Bisulfide

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[Au(SH)2]− and (C5H5)2Ti(SH)2, derived from gold(I) chloride and titanocene dichloride, respectively. Bisulfide salts are corrosive, strongly alkaline...

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Hafnocene dichloride

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some organic solvents. The lighter homologues zirconacene dichloride and titanocene dichloride have received much more attention. While hafnocene is only...

Word Count : 243

Molybdocene dichloride

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Molybdocene dichloride is the organomolybdenum compound with the formula (η5-C5H5)2MoCl2 and IUPAC name dichlorobis(η5-cyclopentadienyl)molybdenum(IV)...

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Niobocene dichloride

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HOMO in this class of complex. Unlike the related zirconacene and titanocene dichlorides, no applications have been found for this compound, although it...

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Titanium

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intensively studied. The most common organotitanium complex is titanocene dichloride ((C5H5)2TiCl2). Related compounds include Tebbe's reagent and Petasis...

Word Count : 8308

Trimethylaluminium

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ketones, is prepared from TMA and titanocene dichloride. In combination with 20 to 100 mol % Cp2ZrCl2 (zirconocene dichloride), the (CH3)2Al-CH3 adds "across"...

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Zirconocene dichloride

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Zirconocene dichloride is an organozirconium compound composed of a zirconium central atom, with two cyclopentadienyl and two chloro ligands. It is a colourless...

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Salt metathesis reaction

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via salt metathesis reactions. Illustrative is the methylation of titanocene dichloride to give the Petasis reagent: (C5H5)2TiCl2 + 2 ClMgCH3 → (C5H5)2Ti(CH3)2...

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Petasis reagent

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metathesis reaction of methylmagnesium chloride or methyllithium with titanocene dichloride: Cp2TiCl2 + 2 CH3MgCl → Cp2Ti(CH3)2 + 2 MgCl2 This compound is used...

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Protecting group

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follows with preservation of conformation via elemental zinc or with titanocene dichloride. Protection through a Diels-Alder reaction: the transformation of...

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Pinacol coupling reaction

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photocatalytic approach was also developed: the use of catalytic titanocene dichloride in the presence of a red-absorbing organic dye as the photosensitizer...

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Bent metallocene

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completely inert. For example, attempts to prepare titanocene by reduction of titanocene dichloride affords complexes of fulvalene ligands. Bent metallocenes...

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Decamethyltitanocene dichloride

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precursor to many organotitanium complexes. The complex is related to titanocene dichloride, which lacks the methyl groups. The complex is prepared by the reaction...

Word Count : 274

D electron count

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tetrachloride, titanocene dichloride, Schwartz's reagent. d1 Examples: molybdenum(V) chloride, vanadyl acetylacetonate, vanadocene dichloride, vanadium tetrachloride...

Word Count : 1701

Titanium compounds

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intensively studied. The most common organotitanium complex is titanocene dichloride ((C5H5)2TiCl2). Related compounds include Tebbe's reagent and Petasis...

Word Count : 1234

Allotropes of sulfur

Last Update:

hydrogen polysulfides with polysulfur dichloride: H2Sx + SyCl2 → cyclo-Sx+y + 2 HCl A second strategy uses titanocene pentasulfide as a source of the S2−5...

Word Count : 2475

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