Bis(cyclopentadienyl)zirconium dichloride

Base Information

• Chemical Name: Bis(cyclopentadienyl)zirconium dichloride
• CAS No.: 1291-32-3
• Molecular Formula: C10H10Cl2Zr
• Molecular Weight: 292.319
• Hs Code.: 29319090
• Mol file: 1291-32-3.mol

Synonyms:Zirconium,dichlorodi-p-cyclopentadienyl- (8CI);Zirconium, dichlorodicyclopentadienyl- (7CI);Bis(cyclopentadienyl)dichlorozirconium;Bis(cyclopentadienyl)zirconium dichloride;Bis(cyclopentadienyl)zirconium(IV)dichloride;Bis(h5-cyclopentadienyl)dichlorozirconium;Dichlorobis(h5-cyclopentadienyl)zirconium;Dichlorobis(p-cyclopentadienyl)zirconium;Dichlorodi-p-cyclopentadienylzirconium;Dichlorodicyclopentadienylzirconium;Dichlorozirconocene;Dicyclopentadienyldichlorozirconium;Dicyclopentadienylzirconium dichloride;Eurecen 5034;NSC 93930;Zirconium dicyclopentadiene dichloride;Zirconocene,dichloride;

Chemical Property of Bis(cyclopentadienyl)zirconium dichloride

Chemical Property:

• Appearance/Colour: white to light beige crystals or powder
• Melting Point: 242-245 ºC(lit.)
• Boiling Point: 41.5 ºC at 760 mmHg
• Flash Point: 124-125 ºC/15mm
• PSA: 0.00000
• Density: 6.73g/cm3
• LogP: 3.29540
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: hydrolysis
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 289.920654
• Heavy Atom Count: 13
• Complexity: 53.3

Purity/Quality:

99% ^*data from raw suppliers

Zirconocene Dichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-34
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: [CH-]1C=CC=C1.[CH-]1C=CC=C1.[Cl-].[Cl-].[Zr+4]
• Description: Bis(cyclopentadienyl)zirconium(IV) Dichloride or zirconocene dichloride is one of numerous organo-metallic compounds (also known as metalorganic, organo-inorganic and metallo-organic compounds) sold by American Elements under the trade name AE Organo-MetallicsTM. As is the case for other transition metal metallocenes, bis(cyclopentadienyl)zirconium(IV) dichloride is most often used as a catalyst.
• Uses: Bis(cyclopentadienyl)zirconium dichloride is used for for Stereoselective Glycosidation. It is also used in the catalyzed transamidation of primary amides with amines. Zirconocene dichloride can also be used to prepare the Negishi reagent,in oxidative cyclisation reactions. Other applications include it is used to promote greener amidations of carboxylic acids and amines in catalytic amounts. This technology avoids the requirement of preactivation of the carboxylic acid or use of coupling reagents. Zirconocene Dichloride is the main catalyst for Kaminsky-type catalytic systems, which have high activity and isotropy for catalytic olefin polymerization, and catalytic olefin zwitterionization has also been reported in the literature. Zirconocene Dichloride is also the main component of Negishi's reagent, which can be used for the ring formation of intramolecular dienes and the ring formation of intermolecular alkynes and olefins. Rubber accelerator, component of a catalyst system for polymerization of vinyl monomers, curing agent for water-repellent silicone materials, agent for plating with zirconium.

Technology Process of Bis(cyclopentadienyl)zirconium dichloride

There total 234 articles about Bis(cyclopentadienyl)zirconium dichloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

[(C5H5)(CO)3WOZr(Cl)(C5H5)2] → zirconocene dichloride (1291-32-3) + (acetato)tricarbonyl(η5-cyclopentadienyl)tungsten (105373-32-8)

Guidance literature:

With acetylchloride; 5 min, -40°C;

DOI:10.1021/ja00285a038

Reference yield: 99.0%

2,3-μ-(Cp2ClZr)B5H8 → zirconocene dichloride (1291-32-3) + pentaborane(9) (19624-22-7)

Guidance literature:

With HCl;

Reference yield: 98.0%

Schwartz's reagent → zirconocene dichloride (1291-32-3) + chloroform (67-66-3,8013-54-5)

Guidance literature:

With tetrachloromethane; In toluene; under Ar; elem. anal.;

DOI:10.1007/BF00954685

upstream raw materials:

zirconium(IV) chloride

cyclopentadienylmagnesium bromide

(methylcyclopentadienyl)(cyclopentadienyl)zirconium(IV) dichloride

[(C₅H₅)(C₅H₄)Zr(P(CH₃)2C₆H₅)]2

Downstream raw materials:

Cp₂Zr(CH₂Si(Ph)(Me))

bis(cyclopentadienyl)dimethylzirconium(IV)

(C₅H₅)2Zr(CD₃)(CH₃)

(triphenylphosphine)2PtHCl

Refernces

• 1、 Cesarotti, E.,Chiesa, A.,Maffi, S.,Ugo, S.. "". . p. L207 - L208. Retrieved 1982.
• 2、 Parke, Sarah M.,Tanaka, Susumu,Yu, Haoyang,Hupf, Emanuel,Ferguson, Michael J.,Zhou, Yuqiao,Naka, Kensuke,Rivard, Eric. "Highly fluorescent benzophosphole oxide block-copolymer micelles". . p. 7477 - 7488. Retrieved 2019.
• 3、 Blakeney, A. J.,Gladysz, J. A.. "PREPARATION AND PROPERTIES OF (η-C5H5)2 ZrCl AND (η-C5H5)2Zr2; TRIMETHYLSILYL GROUP TRANSFER FROM MERCURY TO ZIRCONIUM". . p. 263 - 268. Retrieved 1980.
• 4、 Kieser, Jerod M.,Gilliard, Robert J.,Rheingold, Arnold L.,Grützmacher, Hansj?rg,Protasiewicz, John D.. "Insertion of sodium phosphaethynolate, Na[OCP], into a zirconium-benzyne complex". . p. 5110 - 5112. Retrieved 2017.
• 5、 Northcutt,Wick,Vetter,Jones. "Investigation of the mechanism of alkane reductive elimination and skeletal isomerization in Tp′Rh(CNneopentyl)(R)H complexes: The role of alkane complexes". . p. 7257 - 7270. Retrieved 2001.
• 6、 Uhlig, E.,Buerglen, B.,Krueger, C.,Betz, P.. "Die Reaktivitaetsabstufung von Trimethylsiloxygruppen gegenueber dem Hydrozirconierungsreagenz Cp2Zr(H)Cl". . p. 77 - 88. Retrieved 1990.
• 7、 Takahashi, Tamotsu,Liu, Yuanhong,Iesato, Atsushi,Chaki, Shinji,Nakajima, Kiyohiko,Kanno, Ken-Ichiro. "Formation of linear tetramers of diarylalkynes by the Zr/Cr system". . p. 11928 - 11929. Retrieved 2005.
• 8、 Boorman, P. Michael,Freeman, Gavin K. W.,Parvez, Masood. "". . p. 765 - 772. Retrieved 1992.
• 9、 Wailes,Weigold. "". . p. 405,406,409. Retrieved 1970.
• 10、 Froemberg, Wolfgang,Erker, Gerhard. "REAKTIONEN VON BIS(η-CYCLOPENTADIENYL)ZIRCONIUMHYDRIDEN MIT (IMINOACYL)ZIRCONOCEN-KOMPLEXEN". . p. 355 - 364. Retrieved 1985.