74887-07-3

Basic information

• Product Name: Ni(CO)(P(C₆H₄CH₃)3)3
• Synonyms: Ni(CO)(P(C₆H₄CH₃)3)3
• CAS NO: 74887-07-3
• Molecular Weight: 999.815
• Mol File: 74887-07-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ni(CO)(P(C₆H₄CH₃)3)3(CAS DataBase Reference)
• NIST Chemistry Reference: Ni(CO)(P(C₆H₄CH₃)3)3(74887-07-3)
• EPA Substance Registry System: Ni(CO)(P(C₆H₄CH₃)3)3(74887-07-3)

Safety Data

• Hazardous Substances Data: 74887-07-3(Hazardous Substances Data)

Upstream product

• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 
• 637-27-4 phenyl propionate 
• 1038-95-5 Tri(p-tolyl)phosphine 

Relevant articles and documents

Oxidative Addition of Aryl Carboxylates to Ni(0) Complexes Involving Cleavage of the Acyl-O Bond

Reactions of aryl carboxylates RCOO-p-C6H4X (R=CH3, C2H5, n-C3H7; X=H, CH3, OCH3, CN) with bis(1,5-cyclooctadiene)nickel, Ni(cod)2, in the presence of phosphine ligands yield olefin (R(-H)), p-XC6H4OH, and nickel carbonyl complex(es) when the R group has a β hydrogen, whereas CH4, C2H6, nichel carbonyl complex(es), and nickel phenoxide are formed when the R group is CH3.The formation of the products is accounted for by assuming oxidative addition of the ester to nickel involving the cleavage of the acyl-O bond of RCOO-p-C6H4X followed by decarbonylation of the acylnickel complex and decomposition of the alkylnickel complex: RCOO-p-C6H4X + NiLn -> RCONiLnOC6H4X -> RNiLnOC6H4X + CO.The intermediate alkyl(phenoxo)nickel-type complex NiCH3(OC6H5) was in fact isolated in the reaction of phenyl acetate with Ni(cod)2 in the presence of 2,2'-bipyridine.The rate of the reaction is first order with respect to the concentration of the zerovalent nickel complex and the pseudo-first-order rate constant increases with with the increase in the basicity of the phosphine ligand added and with the increase of the electron-withdrawing ability of X.On the basis of these results a mechanism involving a nucleophilic attack at the carbonyl carbon by nickel is proposed.The activation parameters for the reaction of C2H5COOC6H5 with the mixture of Ni(cod)2 and PPh3 are ΔH=21+/-2 kcal/mol, ΔS=-8.8+/-2.9 eu.