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
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
