Bis(cyclopentadienyl)zirconium(IV) dichloride

Synonym: Di(cyclopentadienyl)zirconium(IV) dichloride, Dichlorodicyclopentadienylzirconium, Dichlorozirconocene, Zirconium dicyclopentadiene dichloride, Zirconocene dichloride, Cp₂ZrCl₂

CAS Number 1291-32-3 | MDL Number MFCD00003726 | EC Number 215-066-8

Product code	ZR1323
CAS number	1291-32-3
Assay (purity)	98%+
Purity method	by gravimetric assay: %Zr=30.6.–31.8 (after ignition to oxide)
IR	conforms to structure
Molecular weight	292.32 g/mol
Form	solid
Appearance	white powder
Sensitivity	moisture
Molecular formula	C10H10Cl2Zr
Linear formula	(C5H5)2ZrCl2
Packaging	glassware/metal containers/bubblers

Bis(cyclopentadienyl)zirconium dichloride, also known as Di(cyclopentadienyl)zirconium(IV) dichloride or Zirconocene dichloride, is an organometallic compound with the molecular formula C₁₀H₁₀Cl₂Zr and a molecular weight of 292.32 g/mol. This white crystalline powder has a purity of 98%+, verified by gravimetric assay, and is sensitive to moisture, requiring dry storage conditions.

Applications in Organic and Inorganic Synthesis

Dichlorodicyclopentadienylzirconium is widely used in synthesis as a catalyst or a precursor in polymerization reactions, particularly in creating advanced polymers and coordinating metal complexes. Its stable structure and reactivity make it useful in both organic and inorganic synthesis.

Precautions for Safe Storage and Handling

Though not classified as a regulated hazardous material, moisture sensitivity necessitates careful storage in sealed containers in a dry environment. Standard protective equipment, such as gloves and eye protection, is recommended to ensure safe handling.

Industrial and Laboratory Applications

Zirconocene dichloride is essential in producing specialty polymers, particularly in research and development environments. Its role as a catalyst extends to applications in materials science and the synthesis of zirconium-based compounds, where it helps facilitate complex organometallic transformations crucial in high-performance materials.

Bis(cyclopentadienyl)zirconium(IV) dichloride is used as a catalyst of the carboalumination of alkynes by trimethylaluminum to give an (alkenyl)dimethylalane, a versatile intermediate for further cross-coupling reactions for the synthesis of stereodefined trisubstituted olefins. This product can also be applied to prepare the Negishi reagent, Cp₂Zr(η₂-butene), which can be used as a source of Cp₂Zr in oxidative cyclization reactions. Also, Cp₂ZrCl₂ reacts with lithium aluminum hydride to give Cp₂ZrHCl Schwartz’s reagent. The Cp₂ZrCl₂/C₂H₅AlCl₂ system was found to be an active catalyst for the polymerization of alkynes. See links below

Ereztech manufactures and sells this product in small and bulk volumes. Glass ampules, bottles or metal ampules or bubblers are available for packaging. For additional analytical information or details about purchasing ZR1323 contact us at sales@ereztech.com

Safety information

UN	Not regulated
Hazardous class	Not regulated
Packing group	Not regulated
Pictograms
Signal word	WARNING
Hazard statements	H315-H319-H335
Precautionary statements	P261-P305 + P351 + P338
Transport description	NONH for all modes of transport
In TSCA registry	Yes

First Aid Measures

General advice	Consult a physician. Show this safety data sheet to the doctor in attendance. Move out of the dangerous area.
Eye contact	Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Skin contact	Wash off with soap and plenty of water. Consult a physician.
Inhalation	If breathed in, move person into the fresh air. If not breathing, give artificial respiration. Consult a physician.
If swallowed	Do NOT induce vomiting. Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

 

Certificates of Analysis (CoA)

If you don’t see the needed lot of Bis(cyclopentadienyl)zirconium(IV) dichloride below please contact customer support at sales@ereztech.com

Lot# 018/139 Lot# 018/142 Lot# 0026/100 Lot# 018/153 Lot# 026/105 Lot# 029/233 Lot# 023/311

External identifiers for Cp₂ZrCl₂

Pubchem CID	10891641
IUPAC Name	cyclopentane;dichlorozirconium
SMILES	[CH]1[CH][CH][CH][CH]1.[CH]1[CH][CH][CH][CH]1.Cl[Zr]Cl
InchI Identifier	InChI=1S/2C5H5.2ClH.Zr/c2*1-2-4-5-3-1;;;/h2*1-5H;2*1H;/q;;;;+2/p-2
InchI Key	QRUYYSPCOGSZGQ-UHFFFAOYSA-L

Known applications and external links

• Ei-Ichi Negishi, Hajime Matsushita “Palladium-Catalyzed Synthesis of 1,4-Dienes by Allylation of Alkenylalanes: α-Farnesene”. Retrieved 2019-11-27.
• Negishi, E.; Takashi, T. (1994). “Patterns of Stoichiometric and Catalytic Reactions of Organozirconium and Related Complexes of Synthetic Interest”. Accounts of Chemical Research. 27 (5): 124–130.
• S. L. Buchwald; S. J. LaMaire; R. B.; Nielsen; B. T. Watson; S. M. King. “Schwartz’s Reagent”. Organic Syntheses.; Collective Volume, 9, p. 162
• Shrinivas Thanedar, Michael F. Farona Polymerization of acetylenes by zirconocene dichloride/ethylaluminum dichloride. Polymer Bulletin volume 8, pages429–435(1982)

With Bis(cyclopentadienyl)zirconium(IV) dichloride other customers often ask:

• Bis(indenyl)dimethylzirconium
• [Dimethylbis(cyclopentadienyl)silyl]zirconium dichloride
• Zirconium(IV)isopropoxide
• Zirconium tetrakis(2,2,6,6-tetramethyl- 3,5-heptanedionate)

Ereztech synthesizes and sells additional ZR-compounds.

To purchase ZR1323 contact us at sales@ereztech.com