Acetonylacetone

Dimethylthiophene (II) Is re.adily prepared by Interaction of phosphorus sulphide and acetonylacetone (I) ... 

To 125 g. of finely powdered phosphorus sulphide (1) contained in a 500 ml. round-bottomed flask fitted with a reflux condenser, add 60 g. (62 ml.) of redistilled acetonylacetone (2). Heat cautiously at first until... 

Acetonylacetone is available commercially as a by-product of the manufacture of acetic acid from acetylene. It may be prepared by condensation of chloroacetone with ethyl sodioacetoacetate the resulting ethyl acetonylacetoacetate when heated with water under pressure at 160° undergoes ketonic scission to give acetonylacetone. 

Dimethylpyrrole (II) is obtained by heating acetonylacetone (I) with ammonium carbonate at 100° ... 

In a 250 ml. conical flask, fitted with an air condenser of wide bore, place 50 g. (51 -5 ml.) of acetonylacetone (see Section V,9, Note 2) and 100 g. of ammonium carbonate (lump form). Heat the mixture in an oil bath at 100° until effervescence stops (60-90 minutes) some ammonium carbonate (or carbamate) sublimes into the condenser and this must be pushed back into the reaction mixture by means of a stout glass rod. Replace the air condenser by a Liebig s condenser with wide bore inner tube and reflux the mixture gently (bath temperature, 115°) for a further 30 minutes dissolve the solid which has sublimed into the condenser in about 5 ml. of hot water and return the solution to the reaction mixture. 

Hexanedione [110-13-4] (acetonylacetone) is one of the most widely used 1,4-diketones. It is a colorless high boiling Hquid prepared by the hydrolysis of 2,5-dimethylfuran (332,333), by oxidation of 2,5-hexanediol (334) or 5-hexen-l-one (335), and from allylacetone (336). Its main use is in solvent systems and as a raw material for chemical synthesis. It is reportedly not highly toxic (336). 

These association reactions can be controlled. Acetone or acetonylacetone added to the solution of the polymeric electron acceptor prevents insolubilization, which takes place immediately upon the removal of the ketone. A second method of insolubiUzation control consists of blocking the carboxyl groups with inorganic cations, ie, the formation of the sodium or ammonium salt of poly(acryhc acid). Mixtures of poly(ethylene oxide) solutions with solutions of such salts can be precipitated by acidification. 

Vanadium (III) acetonylacetonate [13476-99-8] M 348.3, m 181-184°, 185-190°, pKj 2.92, pK 3.5(for aquo V hydrolysis). Crystd from acetylacetone as brown plates. It can be distilled in small quantities without decomposition. It is soluble in CHCI3 and CgHg and evaporation of a CHCI3 solution yields brown crystals which are washed with cold EtOH and dried in vacuum or at 100° in a CO2 atmosphere. Under moist conditions it readily oxidises [V(AcAc)3 lo V(AcAc)20]. [J Chem Soc 103 78 1913, Inorg Synth 5 105 1957 Anal Chem 30 526 I958 UV J Am Chem Soc 80 5686 1958.]... 

Perumal investigated a novel variation that involved the combination of a Vilsmeier reaction with a Paal-Knorr condensation. Reaction of 3-benzoylpropionic acid (87) under Vilsmeier conditions furnished chloroformylfuran 88 in 75% yield, while reaction of acetonylacetone (89) provided formylfuran 90 in 60% yield." ... 

Acetylisoxazoles are converted to carboxylic acids by boiling with dilute nitric acid. This method allowed the development of a one-stage preparative method for 5-methylisoxazole-3-carboxylic acid (191) starting with acetonylacetone (190). ... 

Originally we undertook to prepare uranium(IV) acetonylacetonates and related derivatives. Indeed, the hexafluoroacetonylacetonate possessed... 

The two phase mixture of toluene and aqueous NaOH solution was boiled under reflux at 80 C in a batch reactor. Acetonylacetone was then slowly addrd to the mixture and the reaction was maintained at 80 °C for 6 24 hours. After the reaction, the resulting solution was coolai down in an ice bath. 

The high pressure continuous reactor consists of five Kenics type in-line static mixers, that were connected in series [3]. Each reactor unit has 27 Kenics elements and dimensions of 19 cm tube length and 3.3 mm inner diameter. Acetonylacetone and 1 % NaOH aqueous solution were pumped into the in-line static mixer reactor using two independent HPLC pumps. The in-line static mixer reactors were immersed in a constant temperature controlled oil bath at 200 °C so that the reaction mixture was heated to the reaction temperature. When the reaction was completed, the fluid was cooled down rapidly in a constant temperature cold bath at 0 °C. At the end of the cooling line, a backpressure regulator was placed to allow experiments to be run at 34 bar. 

The two phase batch operation in Table 1 showed that the acetonylacetone conversion... 

Acetonecarboxylic acid, a24 Acetone cyanohydrin, hi38a Acetone dimethyl acetal, d519 Acetone ketal of glycerin, d599 Acetonylacetone, h60... 

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