CAS 3264-82-2 Nickel(II) acetylacetonate - Catalysts / Alfa Chemistry

Synonyms

Nickel bis(2,4-pentanedionate)

IUPAC Name

Nickel(2+);(Z)-4-oxopent-2-en-2-olate

Molecular Weight

256.91

Molecular Formula

C10H16NiO4

Canonical SMILES

CC(=CC(=O)C)[O-].CC(=CC(=O)C)[O-].[Ni+2]

InChI

InChI=1S/2C5H8O2.Ni/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;+2/p-2/b2*4-3-;

InChI Key

BMGNSKKZFQMGDH-FDGPNNRMSA-L

Boiling Point

220 °C

Melting Point

230 °C

Flash Point

>200 °C

Purity

95%+

Density

0.145 g/cm³

Solubility

Soluble in water

Appearance

Clear pale yellow liquid

Storage

Store below +30 °C

Complexity

90.4

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

Defined Bond Stereocenter Count

EC Number

221-875-7

Exact Mass

256.024551

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Isomeric SMILES

C/C(=C/C(=O)C)/O.C/C(=C/C(=O)C)/O.[Ni]

Monoisotopic Mass

256.024551

Rotatable Bond Count

Topological Polar Surface Area

80.3 Å²

Application

Nickel(II) acetylacetonate serves a crucial role as a versatile compound in various chemical syntheses and industrial applications. Available as emerald green crystals, this compound is produced by dehydrating its dihydrate form in a vacuum at 50°C. Its unique trimeric structure in the solid state, along with its solubility in organic solvents, makes it particularly useful in the synthesis of organometallic compounds like nickelocene and bis(cyclooctadiene)nickel. Additionally, it acts as an essential catalyst in the oligomerization of alkenes and the transformation of acetylene into cyclooctatetraene. In organic chemistry, it is employed in hydrogenation reactions and other catalytic processes. Furthermore, nickel(II) acetylacetonate facilitates the Grignard synthesis of nickelocene and the preparation of advanced materials such as Bisphenol Dipropargyl Ether and Cyanate Ester blending resin. Its effectiveness as a catalyst and compatibility with various organic reactions underscore its significance in both research and industrial settings.

January 12, 2025

Highly Effective in Catalysis and Synthesis!

Using Alfa Chemistry's Nickel(II) acetylacetonate significantly advanced my research. It served as an efficient catalyst in organic reactions and was invaluable in Grignard synthesis for organometallic compounds. Highly recommend for industrial applications!