87985-79-3

Basic information

• Product Name: [(η(5)-pentamethylcyclopentadienyl)2ZrHF]
• CAS NO: 87985-79-3
• Molecular Weight: 381.689
• Mol File: 87985-79-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [(η(5)-pentamethylcyclopentadienyl)2ZrHF](CAS DataBase Reference)
• NIST Chemistry Reference: [(η(5)-pentamethylcyclopentadienyl)2ZrHF](87985-79-3)
• EPA Substance Registry System: [(η(5)-pentamethylcyclopentadienyl)2ZrHF](87985-79-3)

Safety Data

• Hazardous Substances Data: 87985-79-3(Hazardous Substances Data)

Upstream product

• 61396-34-7 (pentamethylcyclopentadienyl)2ZrH₂ 
• 434-90-2 decafluorobiphenyl 
• 363-72-4 Pentafluorobenzene 
• 462-06-6 fluorobenzene 
• 301195-57-3 (η5-pentamethylcyclopentadienyl)Zr(C6F5)H 
• 7664-39-3 hydrogen fluoride 
• 434-64-0 perfluorotoluene 
• 392-56-3 Hexafluorobenzene 

Relevant articles and documents

Aliphatic carbon-fluorine bond activation using (C5Me5)2ZrH2 [1]

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Aliphatic and aromatic carbon-fluorine bond activation with Cp*2ZrH2: Mechanisms of hydrodefluorination

Cp*2ZrH2 (1) (Cp* = pentamethylcyclopentadienyl) reacts with primary, secondary, and tertiary monofluorinated aliphatic hydrocarbons to give Cp*2ZrHF (2) and/or Cp*2ZrF2 and alkane quantitatively through a radical chain mechanism. The reactivity of monofluorinated aliphatic C-F bonds decreases in the order 1° > 2° > 3°. The rate of hydrodefluorination was also greatly reduced with -CF2H and -CF3 groups attached to the hydrocarbon. An atmosphere of H2 is required to stabilize 1 against C-H activation of the Cp*-methyl groups and subsequent dimerization under the thermal conditions employed in these reactions. Reaction of 1 with fluorobenzene cleanly forms a mixture of Cp*2ZrHF, benzene, and Cp*2Zr(C6H5)F. Detailed studies indicate that radicals are not involved in this aromatic C-F activation reaction and that dual hydrodefluorination pathways are operative. In one mechanism, hydridic attack by Cp*2ZrH2 on the aromatic ring and fluoride abstraction is involved. In the second mechanism, an initial ortho C-H activation occurs, followed by β-fluoride elimination to generate a benzyne complex, which then inserts into the zirconium-hydride bond.