Sodium acetylacetonate

A flask heated in an oil bath is fillad with 600 ml water and 60 g (1 mol) glacial acatic acid (or an equivalent quantity of diluted acetic acid). While stirring 235 g (1.1 mols) anhydrous p-aminobenzenesulfonamidoguanidine (or an equivalent quantity of a nonanhydrous product) and 122 g (1 mol) sodium acetylacetonate 100% purity (or an equivalent quantity of product of a lower purity) are introduced into the flask while stirring. 

After drying of the product on the filter 256 g of 2-p-aminobenzenesulfonamido-4,6-dimethyl-pyrimidine, melting point 196°C to 197°C, purity 99.5% are obtained. The output is 92% of the theory calculated with respect to the sodium acetylacetonate employed. 

The yield is essentially the same whether anhydrous or hydrated sodium acetylacetonate is used. 

Condensation, of paraldehyde with diethyl malonate, 32, 54 of a-phene thyl chloride with diphenylacetonitrile, 39, 74 of phenylacetylene with ethyl orthoformate, 39, 59 of 1-phenylbiguanide with ethyl chloroacetate, 38,1 of potassium diphenylacetonitrile with benzyl chloride, 39, 73 of potassium trithiocarbonate with potassium chloroacetate, 39, 77 of sodium acetylacetonate to tetraacetylethane, 39, 61 of sodium formylacetone with cyano-acetamide, 32, 32 of tetracyanoethylene with N,N-dimethylaniline, 39, 68 of thiophene, paraldehyde, and hydrogen chloride, 38, 86 of thiourea with furfuryl alcohol, 36,66... 

Complexes of acetylacetone (acacH), benzoylacetone (bzacH) and dipivaloylmethane (dpmH) have been reported. The acetylacetonate [Cr(acac)2] has been prepared from chromium(II) acetate and acetylacetone.142,143 It can also be obtained by the addition of aqueous sodium acetylacetonate to an aqueous solution of chromium(II) chloride, but in any preparation the yellow solid must be filtered off and dried as rapidly as possible, otherwise the chromium(III) compound is obtained. Its magnetic moment is 4.99 BM at room temperature consistent with a high-spin d4 configuration. 142The powerful reducing ability of [Cr(acac)2] has been used to prepare iron(II) and chromium(II) complexes80 of porphyrins and related ligands. 

Formal reduction of rhenium occurs in the reaction of ReH4(PPh3)3 with sodium acetylacetonate... 

Yao, J. 1997. Evaluation of Sodium Acetylacetonate as a Synergist for Arylamine Antioxidants in Synthetic Lubricants. Tribol. Int., 30,795-799. 

This method has been applied to the preparation of alkylmagnesium alkoxides (with sodium alkoxides) [29], carboxylates (with sodium carboxylates) [30], acetylacetonates (with sodium acetylacetonate) [29],... 

Reactions are carried out in a 1-1. autoclave capable of withstanding pressures up to 300 atmospheres and operating at maximum temperatures of 300°. All solvents must be freshly distilled before use and all manipulations carried out in a well-ventilated hood. It is essential that the sodium acetylacetonate, (2,4-pentanedionato)sodium, be freshly prepared before use. ... 

Ruthenium trichloride hydrate (5 g.), sodium acetylacetonate (7 g.), and methyl alcohol (140 ml.) are placed in the autoclave in that order. Hydrogen (40 atmospheres) and carbon monoxide (120 atmospheres) (i.e., total initial pressures = 160 atmospheres at room temperature) are then added and the reaction mixture heated at 165° for 4 hours. When cold the pressure is released and the crude orange crystalline dodecacarbonyltriruthenium separated by filtration. The mother liquor is evaporated to dryness and any additional product extracted into hot hexane in a Soxhlet apparatus. The combined products are then recrystallized from hot hexane, f Yields vary slightly from preparation to preparation but are usually in the range 50-55% (2.5 g.). (The checker obtained a yield of 3.0 g., 70%.)... 

Dodecacarbonyltriruthenium has been synthesized by a number of methods, the majority of which require high pressures (100-300 atm) of carbon monoxide and elevated temperatures. " Optimum yields are obtained by a method in which ruthenium trichloride and sodium acetylacetonate (sodium 2,4-pentanedionate) in methanol are treated with equimolar mixtures of hydrogen and carbon monoxide (200-300 atm total pressure) at 140-160°. However, this method also requires high-pressure apparatus, which is not always readily available. Methods for a high-yield synthesis of dodecacarbonyltriruthenium which require only ambient pressures of carbon monoxide have recently been reported. ) ... 

The compound was first obtained in low yield by adding excess aqueous sodium acetylacetonate to a solution of sodium dinitrobis(2,4-pentanedionato)cobaltate(III). The procedure below is similar to that of Dwyer and Sargeson,i omitting the rather tedious recrystallization from methanol-ether. 

A. Sodium acetylacetonate. A solution is prepared by dissolving 40 g. (1 mole) of sodium hydroxide in 50 ml. of water and adding to this 200 ml. of methanol. This solution is added, slowly with hand stirring, to 100 g. (1 mole) of acetylacetone (2,4-pcntanedione) contained in a 500-ml. Erlcnmcyer flask (Note 1). The creamy-white crystalline salt separates from... 

Complex 43 also reacts with sodium acetylacetonate. The reaction leads to the derivative Ru(Ti5-C5H5) CsCC(Ph)2CH[C(0)CH3]2 (C0)(PiPr3) (52), related to 50. However, in contrast to the latter, the protonation of 52 with HBF4-OEt2 regenerates 43 (Scheme 15). 

Zirconium acetylacetonate was first prepared by Biltz and Clinch by the reaction of zirconyl nitrate and sodium acetylacetonate in water solution. The compound was crystallized as the 10-hydrate from a slightly acid solution and dehydrated by several crystallizations from alcohol. Von Hevesy and Logstrup later developed a method for the preparation of hafnium acetylacetonate that has been found applicable to the synthesis of the zirconium compound and this forms the basis of the present procedure. 

Thorium acetylacetonate was first described by Urbain, who synthesized it by the action of an alcoholic solution of acetylacetone on freshly precipitated hydrous thorium oxide and by a metathetical reaction between sodium acetylacetonate and a thorium salt such as thorium nitrate. The crude product was purified by sublimation and by crystallization from chloroform. BUtz, - who subsequently determined the atomic weight of thorium by means of the acetylacetonate, added a solution of acetylacetone in aqueous ammonia to a solution of thorium nitrate and crystallized the precipitate from alcohol. 

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