3264-82-2 Usage
Physical Properties
Emerald-green crystals; orthorhombic structure; density 1.455 g/cm3 at 17°C; melts at 230°C; soluble in water, alcohol, chloroform, benzene and toluene; insoluble in ether.
Uses
Different sources of media describe the Uses of 3264-82-2 differently. You can refer to the following data:
1. Bis(2,4-pentanediono)nickel is used as a catalyst in hydrogenation and other organic reactions.
2. Nickel(II) acetylacetonate is usefully soluble in organic solvents and is therefore used in
the Grignard synthesis of nickelocene from cyclopentadienyl magnesium halides. More
ionic nickel(II) salts such as the thiocyanate can be reacted with potassium cyclopentadienide
in liquid ammonia.
3. Nickel Acetylacetonate is used in preparation method of Bisphenol Dipropargyl Ether and Cyanate Ester blending resin.
Preparation
Different sources of media describe the Preparation of 3264-82-2 differently. You can refer to the following data:
1. Nickel acetylacetonate is prepared by the reaction of acetylacetone with nickel chloride hexahydrate or nickel hydroxide, followed by crystallization:
2CH3C(=O)CH2C(=O)CH3 + Ni(OH)2 → Ni(CH3C(=O)CHC(=O)CH3)2 + 2H2O
2. Nickel(II) acetylacetonate is isolated as the dihydrate Ni(acac)2·2H2O from aqueous
solutions of nickel(II) salts in the presence of acetylacetone and a weak base such as sodium
acetate; it is readily dehydrated to the green anhydrous compound at 50° in vacuo.
From ammoniacal solutions of nickel(II) salts the diammoniate Ni(acac)2·2NH3 precipitates;
this also readily evolves the two extra ligands to give the green acetylacetonate.
Chemical Properties
Nickel(II) acetylacetonate Ni(CH3COCHCOCH3)2, is obtained as emerald green crystals by dehydration of the dihydrate at 50°C in vacuum; it has an unusual trimeric structure in the solid state. The dihydrate Ni(CH3COCH3)2.2H2O is prepared by the addition of acetylacetone to solutions of nickel(II) salts in the presence of a weak base such as sodium acetate. Nickel(II) acetylacetonate is soluble in organic solvents and finds use in the synthesis of organometallic compounds such as nickelocene and bis(cyclooctadiene) nickel. It is also industrially important as a catalyst component in the oligomerization of alkenes and in the conversion of acetylene to cyclooctatetraene.
Flammability and Explosibility
Notclassified
Safety Profile
Confirmed human carcinogen. Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating fumes.
Purification Methods
Wash the green solid with H2O, dry it in a vacuum desiccator and recrystallise it from MeOH. [Charles & Pawlikowski J Phys Chem 62 440 1958.] The complex can be conveniently dehydrated by azeotropic distillation with toluene, and the crystals may be isolated by concentrating the toluene solution. [Wilkinson et al. J Am Chem Soc 76 1970 1954, Beilstein 1 IV 3677.]
Check Digit Verification of cas no
The CAS Registry Mumber 3264-82-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,6 and 4 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3264-82:
(6*3)+(5*2)+(4*6)+(3*4)+(2*8)+(1*2)=82
82 % 10 = 2
So 3264-82-2 is a valid CAS Registry Number.
InChI:InChI=1/2C5H8O2.Ni/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-;
3264-82-2Relevant articles and documents
Ferbinteanu, Marilena,Andruh, Marius,Segal, E.
, p. 241 - 248 (1991)
Nickel nanoparticles supported on MOF-5: Synthesis and catalytic hydrogenation properties
Zhao, Huahua,Song, Huanling,Chou, Lingjun
, p. 261 - 265 (2012/03/13)
Nickel nanoparticles (2-6 nm) were successfully deposited on MOF-5 (Zn 4O(BDC)3, BDC = 1,4-benzenedicarboxylate) by a facile wet impregnation strategy to prepare Ni@MOF-5 employing Ni(acac)2 (acac = acetylacetonate) as the precursor in absolute ethanol solvent owing to the sensitivity to the moisture of MOF-5. Ni@MOF-5 exhibited excellent catalytic activity for hydrogenation of C = C bond using crotonaldehyde as a probe molecule under mild reaction conditions (conversion > 90.0%, selectivity > 98.0%, 2.0 MPa, 100 °C, 40 min). In addition, the catalyst could be reused and the structure of MOF-5 framework was still maintained. Therefore, MOF-5 promised a novel candidate of support for hydrogenation catalyst.
Ni(acac)2/phosphine as an excellent precursor of nickel(0) for catalytic systems
Ananikov, Valentine P.,Gayduk, Konstantin A.,Starikova, Zoya A.,Beletskaya, Irina P.
, p. 5098 - 5102 (2011/01/05)
The coordination of phosphine ligands to nickel acetylacetonate was studied in toluene solution, and the first X-ray structure of the unstable complex trans-[Ni(acac)2(PMe2Ph)2] has been reported. A convenient procedure was developed to generate Ni(0) species in situ in solution from a Ni(acac)2 precursor, and their application in catalysis was demonstrated. A study of the reaction mechanism has suggested that water may play an important role in the formation of zerovalent nickel species. The nature of the Ni(0) species was confirmed by trapping with Ph 2S2, and the structure of the resulting complexes trans-[Ni(SPh)2L2] was established by X-ray analysis for L = PMe2Ph, PMePh2, PBu3.