Acetone dehydration

A dried cell mass is often used as a biocatalyst for a reduction since it can be stored for a long time and used whenever needed, without cultivation. One convenient method of drying the cell mass is acetone dehydration. For example, dried cells of G. 

Novel hydrophilic polymer membranes based on crosslinked poly(allylamine hydrochloride) (PAA.HCl)-PVA have been developed in order to dehydrate different organic compounds by pervaporation [33], The characteristics of the acetone dehydration process,... 

The distillate may also be purified by adding an equal volume of water to dissolve the acetone, dehydrating for several hours over quicklime under a reflux, distilling, and dehydrating further over calcium chloride. 

A dried cell mass is often used as a biocatalyst for a reduction, since it can be stored for a long time and can be used whenever needed, without cultivation. One of the useful methods to dry the cell mass is acetone dehydration[801. For example, the cells of Geotrichum candidum IFO 4597 were mixed with cold acetone (-20 °C) and the cells were collected by filtration120, 21L The procedure was repeated five times and then the cells were dried under reduced pressure. The dried cells (acetone powder of G. candidum IFO 4597 APG4) were obtained they can be stored for a long time in the freezer. 

Crystals, mp 202-204 (dec). Freely sol in glacial acetic add sparingly sol in chloroform slightly sol in acetone, dehydrated ethanol, ethyl acetate, benzene. Practically insol in water. LDM in mice (g/kg) 3.3 orally > 2.0 i.p. (Kami -... 

The distillate is fiaetionated, and the portion, boiling between 50° and 60° C., mixed with strong solution of sodiiun bisulphite. The erystalline cake of acetone sodium bisulphite, which separates on standing, is well pressed, to free it from impiuities, decomposed by distillation with dilute sodiiun carbonate, and the aqueous distillate of pure acetone dehydrated over calcium chloride. Acetone is a colourless, mobile liquid of sp. gr.. 792 at 20° C., it boils at 56.5° C., has a peculiar, pleasant, ethereal odour, and is mixible with water, alcohol, and ether in all proportions. 

Properties Wh. powd., odorless or almost odorless, si. bitter taste sol. in water si. sol. in alcohol pract. insol. in acetone, dehydrated alcohol, benzene m.w. 158.18 (anhyd.), 176.17 (monohydrate) dens. 1.50 heated above 160 C, dec. to CaC03 and acetone Toxicology LD50 (IP, mouse) 75 mg/kg, (IV, mouse) 52 mg/kg poison by IV and IP routes mutagenic data TSCA listed Precaution Combustible Hazardous Decomp. Prods. Heated to decomp.. 

Thrombokinase extract prepared by extracting 1 5 g of acetone-dried ox brain with 60 ml of water for fifteen minutes at 60"", centrifuging and filtering 0 3 per cent of cresol may be added as a bacteriostat. Acetone-dried ox brain can be prepared by cutting fresh ox brain into small pieces which are first placed in acetone dehydration is completed by pounding this material with successive quantities of acetone until a dry powder remains after filtration. It is finally dried at 37° to remove traces of acetone. 

Polybenzimidazole/p-xylene dichloride Improves separation performance and membrane mechanical strength Pervaporation acetone dehydration [141]... 

In the three-step process acetone first undergoes a Uquid-phase alkah-cataly2ed condensation to form diacetone alcohol. Many alkaU metal oxides, metal hydroxides (eg, sodium, barium, potassium, magnesium, and lanthanium), and anion-exchange resins are described in the Uterature as suitable catalysts. The selectivity to diacetone alcohol is typicaUy 90—95 wt % (64). In the second step diacetone alcohol is dehydrated to mesityl oxide over an acid catalyst such as phosphoric or sulfuric acid. The reaction takes place at 95—130°C and selectivity to mesityl oxide is 80—85 wt % (64). A one-step conversion of acetone to mesityl oxide is also possible. 

Figure 2 illustrates the three-step MIBK process employed by Hibernia Scholven (83). This process is designed to permit the intermediate recovery of refined diacetone alcohol and mesityl oxide. In the first step acetone and dilute sodium hydroxide are fed continuously to a reactor at low temperature and with a reactor residence time of approximately one hour. The product is then stabilized with phosphoric acid and stripped of unreacted acetone to yield a cmde diacetone alcohol stream. More phosphoric acid is then added, and the diacetone alcohol dehydrated to mesityl oxide in a distillation column. Mesityl oxide is recovered overhead in this column and fed to a further distillation column where residual acetone is removed and recycled to yield a tails stream containing 98—99% mesityl oxide. The mesityl oxide is then hydrogenated to MIBK in a reactive distillation conducted at atmospheric pressure and 110°C. Simultaneous hydrogenation and rectification are achieved in a column fitted with a palladium catalyst bed, and yields of mesityl oxide to MIBK exceeding 96% are obtained. 

Methyl Isoamyl Ketone. Methyl isoamyl ketone [110-12-3] (5-methyl-2-hexanone) is a colorless Hquid with a mild odor. It is produced by the condensation of acetone and isobutyraldehyde (164) in three steps which proceed via the keto-alcohol dehydration to 5-methyl-3-hexen-2-one, and hydrogenation to 5-methyl-2-hexanone. 

Ma.nufa.cture. Mesityl oxide is produced by the Hquid-phase dehydration of diacetone alcohol ia the presence of acidic catalysts at 100—120°C and atmospheric pressure. As a precursor to MIBK, mesityl oxide is prepared ia this manner ia a distillation column ia which acetone is removed overhead and water-saturated mesityl oxide is produced from a side-draw. Suitable catalysts are phosphoric acid (177,178) and sulfuric acid (179,180). The kinetics of the reaction over phosphoric acid have been reported (181). 

Ma.nufa.cture. Isophorone is produced by aldol condensation of acetone under alkaline conditions. Severe reaction conditions are requited to effect the condensation and partial dehydration of three molecules of acetone, and consequendy raw material iaefftciency to by-products is limited by employing low conversions. Both Hquid- and vapor-phase continuous technologies are practiced (186,193,194). 

Methyl vinyl ketone can be produced by the reactions of acetone and formaldehyde to form 4-hydroxy-2-butanone, followed by dehydration to the product (267,268). Methyl vinyl ketone can also be produced by the Mannich reaction of acetone, formaldehyde, and diethylamine (269). Preparation via the oxidation of saturated alcohols or ketones such as 2-butanol and methyl ethyl ketone is also known (270), and older patents report the synthesis of methyl vinyl ketone by the hydration of vinylacetylene (271,272). 

Although most of the installed solvent dehydration systems have been for ethanol dehydration, dehydration of other solvents including 2-propanol, ethylene glycol, acetone, and methylene chloride, has been considered. 

A typical phenol plant based on the cumene hydroperoxide process can be divided into two principal areas. In the reaction area, cumene, formed by alkylation of benzene and propylene, is oxidized to form cumene hydroperoxide (CHP). The cumene hydroperoxide is concentrated and cleaved to produce phenol and acetone. By-products of the oxidation reaction are acetophenone and dimethyl benzyl alcohol (DMBA). DMBA is dehydrated in the cleavage reaction to produce alpha-methylstyrene (AMS). 

The acid occurs both as colorless triclinic prisms (a-form) and as monoclinic prisms ( 3-form) (8). The P-form is triboluminescent and is stable up to 137°C the a-form is stable above this temperature. Both forms dissolve in water, alcohol, diethyl ether, glacial acetic acid, anhydrous glycerol, acetone, and various aqueous mixtures of the last two solvents. Succinic acid sublimes with partial dehydration to the anhydride when heated near its melting point. 

Squalane [111-01-3] (fully saturated squalene) is produced synthetically by the coupling of two molecules of geranyl acetone with diacetylene, followed by dehydration and complete hydrogenation (205). Squalane can also be made by dimerization of dehydroneroHdol, followed by dehydrogenation and hydrogenation (206). 

Anhydrous stannous chloride, a water-soluble white soHd, is the most economical source of stannous tin and is especially important in redox and plating reactions. Preparation of the anhydrous salt may be by direct reaction of chlorine and molten tin, heating tin in hydrogen chloride gas, or reducing stannic chloride solution with tin metal, followed by dehydration. It is soluble in a number of organic solvents (g/100 g solvent at 23°C) acetone 42.7, ethyl alcohol 54.4, methyl isobutyl carbinol 10.45, isopropyl alcohol 9.61, methyl ethyl ketone 9.43 isoamyl acetate 3.76, diethyl ether 0.49, and mineral spirits 0.03 it is insoluble in petroleum naphtha and xylene (2). 

The handling of toxic materials and disposal of ammonium bisulfate have led to the development of alternative methods to produce this acid and the methyl ester. There are two technologies for production from isobutylene now available ammoxidation to methyl methacrylate (the Sohio process), which is then solvolyzed, similar to acetone cyanohydrin, to methyl methacrylate and direct oxidation of isobutylene in two stages via methacrolein [78-85-3] to methacryhc acid, which is then esterified (125). Since direct oxidation avoids the need for HCN and NH, and thus toxic wastes, all new plants have elected to use this technology. Two plants, Oxirane and Rohm and Haas (126), came on-stream in the early 1980s. The Oxirane plant uses the coproduct tert-huty alcohol direcdy rather than dehydrating it first to isobutylene (see Methacrylic acid). 

Cupric chloride or copper(II) chloride [7447-39 ], CUCI2, is usually prepared by dehydration of the dihydrate at 120°C. The anhydrous product is a dehquescent, monoclinic yellow crystal that forms the blue-green orthohombic, bipyramidal dihydrate in moist air. Both products are available commercially. The dihydrate can be prepared by reaction of copper carbonate, hydroxide, or oxide and hydrochloric acid followed by crystallization. The commercial preparation uses a tower packed with copper. An aqueous solution of copper(II) chloride is circulated through the tower and chlorine gas is sparged into the bottom of the tower to effect oxidation of the copper metal. Hydrochloric acid or hydrogen chloride is used to prevent hydrolysis of the copper(II) (11,12). Copper(II) chloride is very soluble in water and soluble in methanol, ethanol, and acetone. 

The formamide is dehydrated to HCN which is recycled back to make acetone cyanohydrin. The overall reaction is acetone + methyl formate — MMA + H2O. 

Isopropyl Ether. Isopropyl ether is manufactured by the dehydration of isopropyl alcohol with sulfuric acid. It is obtained in large quantities as a by-product in the manufacture of isopropyl alcohol from propylene by the sulfuric acid process, very similar to the production of ethyl ether from ethylene. Isopropyl ether is of moderate importance as an industrial solvent, since its boiling point Hes between that of ethyl ether and acetone. Isopropyl ether very readily forms hazardous peroxides and hydroperoxides, much more so than other ethers. However, this tendency can be controlled with commercial antioxidant additives. Therefore, it is also being promoted as another possible ether to be used in gasoline (33). 

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