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Bis(cyclopentadienyl)titanium dichloride

Catalog No. A11456 Name Alfa Aesar
CAS Number 1271-19-8 Website
M. F. C10H10Cl2Ti Telephone
M. W. 248.9594 Fax
Purity 97% Email
Storage Chembase ID: 295203


IUPAC name
bis(cyclopenta-2,4-dien-1-yl)titaniumbis(ylium) dichloride
IUPAC Traditional name
bis(cyclopenta-2,4-dien-1-yl)titaniumbis(ylium) dichloride
Titanocene dichloride


MDL Number MFCD00003723
EC Number 215-035-9
CAS Number 1271-19-8
Merck Index 149482


Purity 97%
Density 1.60
Melting Point ca 285°C dec.
Solubility Slightly soluble in water
GHS Pictograms GHS05
GHS Pictograms GHS06
GHS Pictograms GHS08
GHS Hazard statements H301-H332-H315-H335-H318-H341
European Hazard Symbols X
GHS Precautionary statements P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A
Risk Statements 20/22-37/38-41-68
RTECS XR2050000
Safety Statements 9-26-36/37/39
Storage Warning Air & Moisture Sensitive
TSCA Listed



  • In combination with trimethyaluminum, generates an ylide (Tebbe reagent): J. Am. Chem. Soc., 100, 3611 (1978), which transfers a methylene group not only to aldehydes and ketones (cf Wittig reaction) but also to the carbonyl groups of esters and lactones: J. Am. Chem. Soc., 102, 3270 (1980):
  • A similar reagent can be prepared by reaction with the Simmons-Smith adduct (see Diiodomethane, A15457) and used for the methylenation of ketones in excellent yields: Tetrahedron Lett., 24, 2043 (1983).
  • Reacts with Grignard reagents with a ?-hydrogen atom (e.g. isobutyl or isopropyl) to form, in a catalytic cycle, a titanium hydride species, which reduces aldehydes, ketones and esters to alcohols: Tetrahedron Lett., 21, 2171, 2175 (1980). The same combination effects regioselective cis-hydromagnesation of alkynes to give alkenyl Grignard reagents: Tetrahedron Lett., 22, 85 (1981); J. Chem. Soc., Chem. Commun., 718 (1981). For application in a highly stereospecific synthesis of vinylsilanes in excellent yields, see: Tetrahedron Lett., 24, 1041 (1983):
  • For further examples of the hydroxymagnesation of alkynes, see: Org. Synth. Coll., 8, 507 (1993). Similarly π-allyl complexes with 1,3-dienes can be generated, which react regio-and stereo-selectively with aldehydes to give homoallylic alcohols: J. Chem. Soc., Chem. Commun., 621 (1984):
  • For use, in combination with Mg metal, in formation of titanocycle intermediates, see: J. Org. Chem., 63, 9285 (1998); for reaction scheme, see Triphosgene, A14932.