12145-60-7

Basic information

• Product Name: METHALLYLNICKEL CHLORIDE DIMER
• Synonyms: METHALLYLNICKEL CHLORIDE DIMER
• CAS NO: 12145-60-7
• Molecular Formula: C₈H₁₄Cl₂Ni₂
• Molecular Weight: 298.49
• Product Categories: Ni;organometallic complexes
• Mol File: 12145-60-7.mol
• Article Data: 1

Chemical Properties

• Appearance: orange-brown/crystal
• Sensitive: air sensitive, moisture sensitiv
• CAS DataBase Reference: METHALLYLNICKEL CHLORIDE DIMER(CAS DataBase Reference)
• NIST Chemistry Reference: METHALLYLNICKEL CHLORIDE DIMER(12145-60-7)
• EPA Substance Registry System: METHALLYLNICKEL CHLORIDE DIMER(12145-60-7)

Safety Data

• Statements: 20/21/22-42/43-45
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• Hazardous Substances Data: 12145-60-7(Hazardous Substances Data)

Usage

General Description

Methallylnickel chloride dimer is a chemical compound commonly used as a catalyst in various organic synthesis reactions. It is a dimeric nickel compound with each nickel atom bound to two methallyl ligands and two chloride ions. METHALLYLNICKEL CHLORIDE DIMER is known for its ability to promote the formation of carbon-carbon bonds in a wide range of organic molecules. It is often utilized in the formation of complex organic compounds, such as pharmaceuticals, polymers, and specialty chemicals. Due to its effectiveness as a catalyst, methallylnickel chloride dimer has become an important reagent in the field of organic chemistry and industrial chemical synthesis.

Upstream product

• 1295-35-8 bis(1,5-cyclooctadiene)nickel ⁽⁰⁾ 
• 563-47-3 3-Chloro-2-methylpropene 

Downstream Products

• 1501943-19-6 [4-4-2,6-diisopropylphenyl-amino-pent-3-en-2-ylidene-amino-benzonitrilate k-²N,N’](η³-methallyl) nickel (II) 
• 1501943-18-5 [2-cyanophenyl-amino-pent-3-en-2-ylidene-amino-benzonitrilate k-²N,N’](η³-methallyl) nickel(II) 
• 1501943-17-4 [4-4-cyanophenyl-amino-pent-3-en-2-ylidene-amino-benzonitrilate k-²N,N’](η³-methallyl) nickel(II) 
• 1501943-20-9 [4-2,6-diisopropylphenyl-amino-pent-3-en-2-ylidene-amino-benzonitrilate k-²N,N’](η³-methallyl) nickel (II) 
• 436808-47-8 ((CH(CH₃)2)2C₆H₃NC)2CH₃CH₂Ni(CH₂CCH₃CH₂) 

Relevant articles and documents

Synthesis, properties, and reactivity of palladium and nickel NHC complexes supported by combinations of allyl, cyclopentadienyl, and indenyl ligands

The synthesis of a series of Pd and Ni complexes containing combinations of 2-methylallyl (C4H7), cyclopentadienyl (C 5H5, Cp), and indenyl (C7H9, Ind) ligands is reported. In all cases these complexes are supported by the electron-donating N-heterocyclic carbene ligand 1,3-bis(2,6-diisopropylphenyl)- 1,3-dihydro-2H-imidazol-2-ylidene (IPr). The mixed Cp/2-methylallyl complexes (η1-Cp)(η3-2-methylallyl)Pd(IPr) ( CpAllPd) and (η5-Cp)(η1-2-methylallyl) Ni(IPr) (CpAllNi) were synthesized through the reaction of IPr with (Cp)(2-methylallyl)M (M = Ni, Pd). The binding mode of the ligands is different in the two complexes, and as a result the total valence electron count around the metal is 18 for the Ni complex and only 16 for the Pd species. In the case of Pd, an analogue of CpAllPd containing an indenyl ligand, (η1-Ind)(η3-2-methylallyl)Pd(IPr) ( IndAllPd), was synthesized through the reaction of (η3-Ind)Pd(IPr)Cl (IndClPd) with (2-methylallyl) magnesium chloride. The corresponding Ni complex (η5-Ind) (η1-2-methylallyl)Ni(IPr) (IndAllNi) could not be isolated. The binding modes of the ligands in the mixed indenyl/Cp complexes (η1-Ind)(η5-Cp)M(IPr) (M = Ni ( IndCpNi), Pd (IndCpPd)) were the same for both Ni and Pd. IndCpPd was prepared through the reaction of IndClPd with NaCp, while IndCpNi was synthesized through the reaction of (η5-Cp)Ni(IPr)Cl (CpClNi) with lithium indenyl. Similarly, the structures of the bis(Cp) complexes (η5-Cp) (η1-Cp)Ni(IPr) (CpCpNi) and (η5-Cp) (η1-Cp)Pd(IPr) (CpCpPd) were identical for the two different metals. In contrast to CpCpPd, which is an 18-electron complex, the related bis(indenyl) Pd complex (η3-Ind) (η1-Ind)Pd(IPr) (IndIndPd) is a 16-electron species, while no Ni analogue of IndIndPd was characterized. Preliminary reactivity studies with electrophiles indicate that, in all systems with mixed ligands, the η1-ligand is nucleophilic and reacts selectively. The complexes CpAllPd, CpAllNi, CpCpPd, CpCpNi, IndClPd, IndAllPd, and IndIndPd were characterized by X-ray crystallography.