CAS 1271-19-8 Bis(cyclopentadienyl)titanium dichloride, 99+% (Titanocene dichloride)

Synonyms

TPC-I031; AKOS024437549; CTK3J4362; DSSTox_CID_1354; CAS-1271-19-8; ANW-41396; DTXSID3021354; RTR-003913; KSC494G6F; SCHEMBL184055;

IUPAC Name

cyclopenta-1,3-diene;titanium(4+);dichloride;

Molecular Weight

248.957g/mol

Molecular Formula

C10H10Cl2Ti;

Canonical SMILES

C1C=CC=[C-]1.C1C=CC=[C-]1.[Cl-].[Cl-].[Ti+4];

InChI

InChI=1S/2C5H5.2ClH.Ti/c2*1-2-4-5-3-1;;;/h2*1-3H,4H2;2*1H;/q2*-1;;;+4/p-2;

InChI Key

JAGHDVYKBYUAFD-UHFFFAOYSA-L;

Melting Point

552 ° F (NTP, 1992);

Density

1.6 (NTP, 1992);

Solubility

Decomposes (NTP, 1992);

Complexity

163

Covalently-Bonded Unit Count

EC Number

215-035-9

Exact Mass

247.964g/mol

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

247.964g/mol

Topological Polar Surface Area

0A^2

UN Number

3261

Application

Bis(cyclopentadienyl)titanium dichloride, known as titanocene dichloride, serves as a versatile reagent and catalyst in the field of organometallic chemistry and organic synthesis. With the chemical formula (η5-C5H5)2TiCl2, this reddish-orange crystalline compound is utilized both for its practical applications in laboratory research and its potential therapeutic uses. It has been studied as an experimental anticancer agent due to its anti-tumor properties and has been involved in clinical trials as a chemotherapeutic agent. Additionally, titanocene dichloride finds applications as a catalyst in Ziegler-Natta polymerization reactions and as a reagent for the synthesis of complex organic compounds, such as titanocene pentasulfide. Its ability to catalyze reactions such as the radical cyclization of epoxides, reductive deoxygenation of alcohols and hydroxylamines, and the silylation of alkenes and alkynes showcases its valuable role in chemical transformations. Despite its benefits, care must be taken when handling this compound, as it is irritating to the skin and mucous membranes and can decompose upon exposure to water, forming hydrochloric acid. Its solid stability in dry air and moderate solubility in various solvents make it a useful and intriguing catalyst and reagent for academic and industrial researchers alike.

January 4, 2025

Highly Effective in Organometallic Research

I used Bis(cyclopentadienyl)titanium dichloride, 99+% from Alfa Chemistry in synthesizing organometallic compounds. Its stability and efficacy as a reagent for radical cyclization significantly enhanced my research outcomes. Reliable and essential!