Bis(cyclopentadienyl)zirconium dichloride

Catalog Number	ACM1291323-3
CAS	1291-32-3
Structure
Synonyms	Bis(3-cyclopentadienyl)dichlorozirconium
Molecular Weight	292.32
Molecular Formula	C10H10Cl2Zr
Canonical SMILES	C1C=CC=[C-]1.[CH-]1C=CC=C1.Cl[Zr+2]Cl
InChI	InChI=1S/2C5H5.2ClH.Zr/c2*1-2-4-5-3-1;/h1-3H,4H2;1-5H;2*1H;/q2*-1;+4/p-2
InChI Key	UAIZNGJUYAVXSY-UHFFFAOYSA-L
Melting Point	242-245 °C
Purity	98%
Appearance	White solid
Application	Bis(cyclopentadienyl)zirconium dichloride serves a versatile and significant role as a catalyst across various chemical reactions and applications. Primarily recognized for its role in Kaminsky-type catalytic systems, it is essential for the high-activity polymerization and isotropic polymerization of olefins, as well as for catalytic olefin zwitterionization. Additionally, this compound is a key component in Negishi's reagent, facilitating the cyclization of intramolecular dienes and promoting the formation of rings in intermolecular alkynes and olefins. Beyond these, bis(cyclopentadienyl)zirconium dichloride acts as a rubber accelerator, a crucial component in catalyst systems for vinyl monomer polymerization, and a curing agent for water-repellent silicone materials. It also plays a role in zirconium plating, promoting direct amidation of carboxylic acids and amines, and enabling the synthesis of various early-transition-metal complexes and organometallic compounds. This compound is instrumental as a precursor in the cyclization of dienes to produce cyclopentane and cyclohexane derivatives, and as a catalyst in the alkylation of olefins. Furthermore, it aids in the conversion of enynes to bicyclic cyclopentenones, the coupling of alkoxymethyl-substituted styrene derivatives, and the formation of carbocycles from cyclic enol ethers. Its utility extends to the preparation of vinyl allenes, the alkynylation of epoxides, and the carboalumination-Claisen rearrangement-carbonyl addition cascade reaction, highlighting its broad application across diverse chemical domains.
Complexity	140
Covalently-Bonded Unit Count	3
Defined Atom Stereocenter Count	0
Exact Mass	289.920654
Heavy Atom Count	13
Hydrogen Bond Acceptor Count	2
Hydrogen Bond Donor Count	0
Monoisotopic Mass	289.920654
Rotatable Bond Count	0
Topological Polar Surface Area	0 Ų