Nickel(II) acetylacetonate CAS 3264-82-2
Introduction：Basic information about Nickel(II) acetylacetonate CAS 3264-82-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Nickel(II) acetylacetonate Basic informationPhysical Properties Uses Preparation
| Product Name: | Nickel(II) acetylacetonate |
| Synonyms: | NICKEL PENTANEDIONATE;NICKEL(II) 2,4-PENTANEDIONATE;NICKEL II 2,4-PENTANEDIONATE TRIMERIC COMPOUND;NICKEL(II) ACETYLACETONATE;NICKEL 2,4-PENTANEDIONATE;NICKEL ACETYLACETONATE;NICKEL ACETYLACETONATE (OUS);BIS(ACETYLACETONATO)(II) |
| CAS: | 3264-82-2 |
| MF: | C10H14NiO4 |
| MW: | 256.91 |
| EINECS: | 221-875-7 |
| Product Categories: | metal beta-diketonate complexes;Catalysts for Organic Synthesis;Classes of Metal Compounds;Homogeneous Catalysts;Metal Complexes;Ni (Nickel) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds |
| Mol File: | 3264-82-2.mol |
Nickel(II) acetylacetonate Chemical Properties
| Melting point | 230 °C (dec.)(lit.) |
| Boiling point | 220 °C (11 mmHg) |
| density | 0,145 g/cm3 |
| vapor pressure | 2.7 hPa (110 °C) |
| refractive index | 1.57-1.64 |
| Fp | >200°C |
| storage temp. | Store below +30°C. |
| solubility | 4.8g/l |
| form | Liquid |
| Specific Gravity | 1.455 |
| color | Clear pale yellow |
| Water Solubility | soluble |
| Sensitive | Hygroscopic |
| Hydrolytic Sensitivity | 0: forms stable aqueous solutions |
| Merck | 14,6500 |
| BRN | 4157970 |
| Exposure limits | NIOSH: IDLH 10 mg/m3; TWA 0.015 mg/m3 |
| Stability: | hygroscopic |
| InChI | 1S/2C5H8O2.Ni/c2*1-4(6)3-5(2)7;/h2*3,6H,1-2H3;/q;;+2/p-2/b2*4-3-; |
| InChIKey | YAGMVFMEBGIOTO-FGSKAQBVSA-M |
| SMILES | CC(=O)\C=C(\C)O[Ni]O\C(C)=C/C(C)=O |
| LogP | 0.4 at 20℃ |
| CAS DataBase Reference | 3264-82-2 |
| NIST Chemistry Reference | Nickel acetylacetonate(3264-82-2) |
| EPA Substance Registry System | Nickel, bis(2,4-pentanedionato-.kappa.O,.kappa.O')-, (SP-4-1)- (3264-82-2) |
Safety Information
| Hazard Codes | T,Xi,Xn |
| Risk Statements | 49-22-43-40 |
| Safety Statements | 53-36/37/39-45-36/37 |
| WGK Germany | 3 |
| RTECS | SA2100000 |
| TSCA | TSCA listed |
| HS Code | 29420000 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 4 Dermal Acute Tox. 4 Oral Carc. 1A Muta. 2 Resp. Sens. 1 Skin Sens. 1 |
| Toxicity | LD50 orally in Rabbit: 587 mg/kg |
| 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 | Bis(2,4-pentanediono)nickel is used as a catalyst in hydrogenation and other organic reactions. |
| Preparation | 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 |
| 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. |
| Uses | Catalyst for organic reactions. |
| Uses | Nickel(II) acetylacetonate is usefully soluble in organic solvents and is therefore used inthe Grignard synthesis of nickelocene from cyclopentadienyl magnesium halides. Moreionic nickel(II) salts such as the thiocyanate can be reacted with potassium cyclopentadienidein liquid ammonia. |
| Uses | Nickel Acetylacetonate is used in preparation method of Bisphenol Dipropargyl Ether and Cyanate Ester blending resin. |
| Preparation | Nickel(II) acetylacetonate is isolated as the dihydrate Ni(acac)2·2H2O from aqueoussolutions of nickel(II) salts in the presence of acetylacetone and a weak base such as sodiumacetate; 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. |
| Flammability and Explosibility | Not classified |
| reaction suitability | core: nickel reagent type: catalyst |
| 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.] |
Nickel(II) acetylacetonate Preparation Products And Raw materials
| Preparation Products | p-Terphenyl |
