Nickel(2+);pentane-2,4-dione

Base Information

• Chemical Name: Nickel(2+);pentane-2,4-dione
• CAS No.: 3264-82-2
• Molecular Formula: C10H14NiO4
• Molecular Weight: 256.909
• Hs Code.: 29420000
• Mol file: 3264-82-2.mol

Synonyms:SCHEMBL1524917

Chemical Property of Nickel(2+);pentane-2,4-dione

Chemical Property:

• Appearance/Colour: light green powder
• Vapor Pressure: 0.174mmHg at 25°C
• Melting Point: 230 °C (dec.)(lit.)
• Refractive Index: 1.57-1.64
• Boiling Point: 187.6 °C at 760 mmHg
• Flash Point: 71.9 °C
• PSA: 52.60000
• Density: 0.145 g/cm³
• LogP: 1.92020
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: 4.8g/l
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 256.024551
• Heavy Atom Count: 15
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

Bis(2,4-pentanedionato)nickel(II) Hydrate >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi,Xn
• Hazard Codes: T,Xi,Xn
• Statements: 49-22-43-40
• Safety Statements: 53-36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)[CH-]C(=O)C.CC(=O)[CH-]C(=O)C.[Ni+2]
• General Description: **Null** (No relevant content about *Bis(2,4-pentanediono)nickel* is provided in the abstracts beyond its incidental use as a catalyst or reagent without descriptive properties or conclusions.)

Technology Process of Nickel(2+);pentane-2,4-dione

There total 23 articles about Nickel(2+);pentane-2,4-dione 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: 63.0%

N,N-diisopropylcarbamato nickel(II) + acetylacetone (123-54-6,81235-32-7) → nickel(II) acetylacetonate (3264-82-2)

Guidance literature:

In n-heptane; N2; addn. of the starting Ni-compound to a solution of acetylacetone; immediate reaction;; filtration;;

Reference yield: 24.0%

sodium (Z)-4-oxopent-2-en-2-olate (1118-67-8) + nickel dichloride (83864-14-6) → nickel(II) acetylacetonate (3264-82-2)

Guidance literature:

In solid; solid-state synthesis from NiCl2 (14.7 mmol) and NaCH3COCHCOCH3 (27.0 mmol) by mechanical activation (vibrating quartz vessel for 2 h at 5 Hz); transferring product into dry box under inert atmosphere;; vac. sublimation (0.1 torr) at 150-200°C bath temp.;;

Reference yield: 8.8%

2(C6H5SiO2)6(6-)*6Ni(2+)*Na(1+)*Cl(1-)=((C6H5SiO2)6)2Ni6*NaCl + acetylacetone (123-54-6,81235-32-7) → polynickelphenylsiloxane + nickel(II) acetylacetonate (3264-82-2)

Guidance literature:

In diethyl ether; byproducts: (PhSi(OH)O)6; acetylacetone was added to Ni compd. in Et2O; stirred at room temp. for 50 min; filtered; washed (Et2O); filtrate concd.; C6H6 added; filtered; dried inair; mother liquor evapd.; dried (vac.); elem. anal.;

DOI:10.1007/s11172-010-0248-3

upstream raw materials:

acetylacetone enol

nickel methanolate

nickel diacetate

acetylacetone

Downstream raw materials:

(2,4-diphenyl-1H-pyrrol-3-yl)(phenyl)methanone

acetylacetone

2-(4-chloro-3-fluorophenyl)acetonitrile

para-methylphenylmagnesium bromide

Refernces

Improved Procedure for Preparation of t-Alkyl Aryl Ethers

10.1055/s-1982-29739

The research aimed to improve the procedure for the preparation of t-alkyl aryl ethers, which are compounds for which synthesis methods in the literature are scarce and complex. The main challenge in synthesizing these compounds is the occurrence of side reactions, such as elimination reactions of the starting r-alkyl halide in basic media or rearrangements of the final product to C-alkylated phenols under acid conditions. The researchers reported a convenient modification of the existing procedure using nickel bisacetylacetonate as a catalyst and sodium hydrogen carbonate as a hydrogen chloride acceptor. This method was applied to various phenols and r-alkyl chlorides to produce t-alkyl aryl ethers with yields and conversions summarized in a table. The study concluded that the procedure was not effective for phenols with strong electron-withdrawing substituents and that ortho-substituted phenols reacted sluggishly, leading to variable amounts of rearranged products. The chemicals used in the process included phenols, r-alkyl chlorides, nickel acetylacetonate, sodium hydrogen carbonate, and diethyl ether, among others.

Use of Functionalized Ethylene Oligomers To Prepare Recoverable, Recyclable Nickel(0) Diene Cyclooligomerization Catalysts

10.1021/jo00375a002

The research focuses on the development and utilization of recoverable, recyclable nickel(0) diene cyclooligomerization catalysts using functionalized ethylene oligomers as ligands. The purpose of this study was to create a catalyst system that maintains high product selectivity and reactivity, similar to conventional homogeneous catalysts, while also being recoverable and recyclable. The researchers synthesized various polyethylene-bound phosphite ligands and evaluated their effectiveness in cyclooligomerization reactions involving butadiene. The results demonstrated that these macromolecular ligands could mimic the chemistry of conventional ligands, achieving high catalyst activity and selectivity, with the added benefit of facilitating catalyst recovery and recycling. The chemicals used in the process included a range of phosphite ligands, nickel(II) acetylacetonate as the nickel source, and butadiene as the substrate, along with aluminum ethyl as a reducing agent. The study concluded that the product selectivity could be varied by adjusting the ligand-to-metal ratio and that the catalysts could be recycled multiple times with minimal loss of activity, highlighting the potential for these catalysts in industrial applications where catalyst recovery and recycling are economically and environmentally beneficial.

Synthesis of unsymmetrical 2,3-diaryl- and 2,4-diarylthiophenes starting from 2,5-dichlorothiophene

10.1246/bcsj.67.2187

The research focuses on synthesizing unsymmetrical 2,4-diaryl- and 2,3-diarylthiophenes starting from 2,5-dichlorothiophene. The purpose is to explore the chemistry of thiophene-containing analogs, which have not been fully investigated compared to oligophenylenes, and to develop a new route to synthesize mixed thiophene-arene oligomers containing 2,3- and 2,4-thienylene units. Key chemicals used include 2,5-dichlorothiophene as the starting material, aluminum chloride as a catalyst, arylmagnesium iodide for cross-coupling reactions, and bis(acetylacetonato)nickel(II) as a mediator. The study concludes that 2,5-dichlorothiophene is a versatile precursor for these syntheses. The researchers successfully synthesized the target compounds in reasonable yields and characterized them using various spectroscopic techniques. They also observed an unusual formation of 2,4-diarylthiophenes from 3-aryl-2-chlorothiophenes in the presence of aluminum chloride and aromatic ethers, which contrasts with typical reactions of other chlorothiophenes.