Bis(cyclopentadienyl)hafnium(IV) dichloride

Base Information

• Chemical Name: Bis(cyclopentadienyl)hafnium(IV) dichloride
• CAS No.: 12116-66-4
• Molecular Formula: C10H10 Cl2 Hf
• Molecular Weight: 379.585
• European Community (EC) Number: 235-177-5
• Mol file: 12116-66-4.mol

Synonyms:hafnocene dichloride

Chemical Property of Bis(cyclopentadienyl)hafnium(IV) dichloride

Chemical Property:

• Appearance/Colour: Gray powder
• Melting Point: 230-233 ºC
• Boiling Point: 339.81°C (rough estimate)
• PSA: 0.00000
• Density: 12.7g/cm3
• LogP: 3.29540
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Soluble in aromatic solvents, chloroform; slightly soluble in TH
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 379.96252
• Heavy Atom Count: 13
• Complexity: 53.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

Hafnocene Dichloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-37/39

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-].[Hf+4]
• Uses: Starting material to prepare many kinds of hafnocene(II or IV) derivatives; in combination with AgI salt, is an effective activator for glycosyl fluoride. Pharmaceutical intermediates and alos used in chemical research.

Technology Process of Bis(cyclopentadienyl)hafnium(IV) dichloride

There total 27 articles about Bis(cyclopentadienyl)hafnium(IV) 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: 94.1%

hafnocene di((Ph2)phosphide) (86013-28-7) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → bis(cyclopentadienyl)hafnium dichloride (12116-66-4)

Guidance literature:

In benzene; byproducts: P(C6H5)2P(C6H5)2; PPh2Cl injected into soln. of Hf complex in C6H6, stirred for 3 min at room temp.; solvent removed, solid extd. with n-hexane to leave Hf product;

Reference yield: 90.0%

trimethylsilylcyclopentadiene (3559-74-8) + hafnium tetrachloride (13499-05-3) → bis(cyclopentadienyl)hafnium dichloride (12116-66-4)

Guidance literature:

In dichloromethane; mixt. refluxed for 24 h; reaction mixt. filtered; hexane added and filtered again; volatiles evapd.; residue washed with hexane and dried;

Reference yield: 69.0%

hafnium tetrachloride (13499-05-3) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → bis(cyclopentadienyl)hafnium dichloride (12116-66-4)

Guidance literature:

cyclopenta-1,3-diene; With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃; Inert atmosphere;

hafnium tetrachloride; In tetrahydrofuran; paraffin oil; benzene; at 0 - 45 ℃; for 20h; Inert atmosphere;

DOI:10.1002/asia.201701775

upstream raw materials:

tetrachloromethane

hafnium tetrachloride

chloro-diphenylphosphine

hafnocene di((Cy₂)phosphide)

Downstream raw materials:

hafnocene di((Cy₂)phosphide)

hafnocene di((Ph₂)phosphide)

Refernces

• 1、 Klapoetke, Th.,Koepf, H.,Gowik, P.. "". . p. 1923 - 1924. Retrieved 1987.
• 2、 Palmer, Erick J.,Strittmatter, Richard J.,Thornley, Keith T.,Gallucci, Judith C.,Bursten, Bruce E.. "Structural diversity in tris(cyclopentadienyl) complexes of the Group 4 metals: Synthesis of Cp and MeCp complexes of Zr and Hf, and crystallographic characterization of (MeCp)3HfCl and (MeCp)4Zr (MeCp = C5H4CH3)". . p. 120 - 128. Retrieved 2013.
• 3、 Kukharenko, S. V.,Soloveichik, G. L.,Strelets, V. V.. "". . . Retrieved 1986.
• 4、 Takahashi, Keita,Ogiwara, Yohei,Sakai, Norio. "Palladium-Catalyzed Reductive Coupling Reaction of Terminal Alkynes with Aryl Iodides Utilizing Hafnocene Difluoride as a Hafnium Hydride Precursor Leading to trans-Alkenes". supporting information. p. 809 - 814. Retrieved 2018/03/13.