28829-00-7

Basic information

• Product Name: tris(tri-o-tolylphosphite)nickel⁽⁰⁾
• Synonyms: tris(tri-o-tolylphosphite)nickel⁽⁰⁾
• CAS NO: 28829-00-7
• Molecular Weight: 1115.8
• Mol File: 28829-00-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tris(tri-o-tolylphosphite)nickel⁽⁰⁾(CAS DataBase Reference)
• NIST Chemistry Reference: tris(tri-o-tolylphosphite)nickel⁽⁰⁾(28829-00-7)
• EPA Substance Registry System: tris(tri-o-tolylphosphite)nickel⁽⁰⁾(28829-00-7)

Safety Data

• Hazardous Substances Data: 28829-00-7(Hazardous Substances Data)

Upstream product

• 36841-11-9 Ni[P[(O-o-tolyl)]₃]₄ 
• 2622-08-4 tri(O-methylphenyl)phosphite 

Downstream Products

• 53323-53-8 CF₃CHCH₂Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-39-0 cyclo-C₆H₁₀Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-42-5 CH₂CHCOOCH₃Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-62-9 C₃H₇C(CH₃)CH₂Ni(P(OC₆H₄CH₃-o)3)2 
• 33270-68-7 Ni{P(OC₆H₄CH₃)3}3(C₆H₅CN) 
• 41813-01-8 C₄H₂O₃Ni(P(OC₆H₄CH₃-o)3)2 
• 41685-58-9 C₆H₅CHCH₂Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-57-2 (trans-CHFCHF)Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-47-0 (CH₃)3SiCH₂CHCH₂Ni(P(OC₆H₄CH₃-o)3)2 
• 53323-52-7 trans-(CH₃)3CCHCHC(CH₃)3Ni(P(OC₆H₄CH₃-o)3)2 
• 84521-43-7 Ni(5-hexenenitrile)(P(O-o-tolyl)3)2 
• 2622-08-4 tri(O-methylphenyl)phosphite 
• 84581-10-2 Ni(cis-2-pentenenitrile)(P(O-o-tolyl)3)2 
• 84620-20-2 Ni(cis-2-pentenenitrile)(P(O-o-tolyl)3)3 

Relevant articles and documents

The Mechanism of Nickel-Catalyzed Ethylene Hydrocyanation. Reductive Elimination by an Associative Process

The complex (c2H4)L(CN)(C2H5)NiII has been identified at -40 deg C by 1H, 31P, and 13C NMR spectroscopy as the primary intermediate in the catalytic hydrocyanation of ethylene.Reaction of this intermediate with L causes reductive elimination of propanenitrile and produces (C2H4)L2Ni which reacts with ethylene and hydrogen cyanide to regenerate the intermediate.Measurements of second-order rate constants at -50 to -10 deg C result in ΔHexct=8.8 +/- 0.9 kcal/mol and ΔSexct=-34 +/- 4 eu (ΔGexct=16.7 +/- 0.1 kcal/mol at -40 deg C).At higher L concentrations, these nickel species are also in equilibrium with (C2H4)L3Ni, L4Ni, and HNi(CN)L3 which remove nickel from the productive catalytic cycle.Equilibrium constants relating these species and corresponding thermodynamic parameters have been determined.The rates of dissociation of L from L4Ni and HNi(CN)L3 have also been determined.The former reaction is very slow with ΔHexct=20.1 +/- 1.6 kcal/mol and ΔSexct=7 +/- 7 eu (ΔGexct=18.5 kcal/mol at -40 deg C) whereas the latter is about 1E3 faster with ΔHexct=18.8 +/- 2.7 kcal/mol and ΔSexct=17 +/- 10 eu (ΔGexct=14.8 kcal/mol at -40 deg C).