Nitration acetone

Acetone, Nitration. Krauz Stepanek(Ref 1) attempted to prepare terrani from ethane by nitration of acetone, but failed, instead, they obtained (after treating the resulting product with a silver salt) a very expl solid claimed to be Ag salt of acetylmethylnitrolic acid, also called a-nitro - a -isonitroso-acetone. Hass Hudgin(Ref 3) nitrated acet, using a vapor-phase nitration technique described in Ref 2. The high-boiling fractn from the nitration gave an odor of acetic acid, an acidic reaction in aq soln, a red color with ferric chloride and a yel salt with Ag nitrate soln,... 

COj -48.5%, OB to CO -12.1%. Plates, unstable, mp 55 62° with decompn very sol in w eth, in sol in ligioin. Was prepd by mixing acetone with nitric acid(dl. 14) and a little fuming HNO, and allowing the mixt to stand for 8 days at RT. An ether extraction gave on e-apcm seme acstylmethyi-nitrolic acid(Refs 1 2). Krauz Stepanek (Ref 3) attempted and failed to prep tetra-nitromethane by nitration of acet. Instead, they obtd (after treating the nitrated prod with silver salt) an expl compd claimed to be the Ag salt of acetylmethylnitrolic acid, CHj, , CO. C(NOj). N. 0 Ag (see also Acetone, Nitration)... 

Acetone, Nitration. Krauz Stepanek(Ref 1) attempted to prepare tetranitromethane by nitration of acetone, but failed. Instead, they obtained (after treating the resulting product with a silver salt) a very expl solid claimed to be Ag salt of acetylmethylnitrolic acid", also called a-nitro a-isonitroso-acetone. 

Tetryl manufacture Nitration of dimethytaniline The production of dimethylanilinc sulphate Nitration Washing the tctr> l Crystallization from benzene Crystallization from acetone Nitration of dinitromethylaniline Homologues and analogues of tetryl... 

Amino-4 -methylthiazole slowly decomposes on storage to a red viscous mass. It can be stored as the nitrate, which is readily deposited as pink crystals when dilute nitric acid is added to a cold ethanolic solution of the thiazole. The nitrate can be recrystallised from ethanol, although a faint pink colour persists. Alternatively, water can be added dropwise to a boiling suspension of the nitrate in acetone until the solution is just clear charcoal is now added and the solution, when boiled for a short time, filtered and cooled, deposits the colourless crystalline nitrate, m.p. 192-194° (immersed at 185°). The thiazole can be regenerated by decomposing the nitrate with aqueous sodium hydroxide, and extracting the free base with ether as before. 

Finally, in the last step, the chelating auxiliary had to be removed Ideally, one would like to convert 4.54 into ketone 4.55 via a retro Mannich reaction. Unfortunately, repeated attempts to accomplish this failed. These attempts included refluxing in aqueous ethanol under acidic and basic conditions and refluxing in a 1 1 acetone - water mixture in the presence of excess paraformaldehyde under acidic conditions, in order to trap any liberated diamine. Tliese procedures were repeated under neutral conditions in the presence of copper(II)nitrate, but without success. 

The 2-benzamido 4-aryl(alkyl)selenazoles (96) form the corresponding 5-nitro derivatives under mild conditions using the nitrate-sulfuric acid method (Scheme 31). The nitro compounds are well-defined, ciy s-talline compounds. They may be most favorably obtained by dissolving the 2-benzamidoselenazoles in acetone and adding concentrated nitric... 

Iodoform Acetone, lithium, mercury(II) oxide, mercury(I) chloride, silver nitrate... 

Figure 10.12 shows data for cellulose nitrate in acetone measured at Xo = 436 nm, and plotted in the manner suggested in Eq. (10.89). The following example completes the analysis of these data. 

Figure 10.12 Light-scattering data in the limit of C2 = 0 plotted according to Eq. (10.89) for cellulose nitrate in acetone. [Data from H. Benoit, A. M. Holtzer, and P. Doty,/. Phys. Chem. 58 635 (1954).]...

Interpret the slope and intercept values of the line in Fig. 10.12 in terms of the molecular weight and radius of gyration of cellulose nitrate in this solution. At 436 nm the refractive index of acetone is 1.359. 

Pentaerythritol may be nitrated by a batch process at 15.25°C using concentrated nitric acid in a stainless steel vessel equipped with an agitator and cooling coils to keep the reaction temperature at 15—25°C. The PETN is precipitated in a jacketed diluter by adding sufficient water to the solution to reduce the acid concentration to about 30%. The crystals are vacuum filtered and washed with water followed by washes with water containing a small amount of sodium carbonate and then cold water. The water-wet PETN is dissolved in acetone containing a small amount of sodium carbonate at 50°C and reprecipitated with water the yield is about 95%. Impurities include pentaerythritol trinitrate, dipentaerythritol hexanitrate, and tripentaerythritol acetonitrate. Pentaerythritol tetranitrate is shipped wet in water—alcohol in packing similar to that used for primary explosives. 

The Biazzi continuous process is also used. The reactants are continuously fed to a series of nitrators at 15—20°C followed by separation of the PETN, water washing, solution in acetone at 50°C, neutralization with gaseous ammonia, and precipitation by dilution with water. The overall yield is more than 95%. The acetone and the spent acid are readily recovered. 

Isoprene [78-79-5] (2-methyl-1,3-butadiene) is a colorless, volatile Hquid that is soluble in most hydrocarbons but is practically insoluble in water. Isoprene forms binary azeotropes with water, methanol, methylamine, acetonitrile, methyl formate, bromoethane, ethyl alcohol, methyl sulfide, acetone, propylene oxide, ethyl formate, isopropyl nitrate, methyla1 (dimethoxymethane), ethyl ether, and / -pentane. Ternary azeotropes form with water—acetone, water—acetonitrile, and methyl formate—ethyl bromide (8). Typical properties of isoprene are Hsted in Table 1. 

Lead Fluoride. Lead difluoiide, Pbp2, is a white oithorhombic salt to about 220°C where it is transformed into the cubic form some physical properties ate given in Table 1. Lead fluoride is soluble in nitric acid and insoluble in acetone and ammonia. It is formed by the action of hydrofluoric acid on lead hydroxide or carbonate, or by the reaction between potassium fluoride and lead nitrate. 

Ttinitroparaffins can be prepared from 1,1-dinitroparaffins by electrolytic nitration, ie, electrolysis in aqueous caustic sodium nitrate solution (57). Secondary nitroparaffins dimerize on electrolytic oxidation (58) for example, 2-nitropropane yields 2,3-dimethyl-2,3-dinitrobutane, as well as some 2,2-dinitropropane. Addition of sodium nitrate to the anolyte favors formation of the former. The oxidation of salts of i7k-2-nitropropane with either cationic or anionic oxidants generally gives both 2,2-dinitropropane and acetone (59) with ammonium peroxysulfate, for example, these products are formed in 53 and 14% yields, respectively. Ozone oxidation of nitroso groups gives nitro compounds 2-nitroso-2-nitropropane [5275-46-7] (propylpseudonitrole), for example, yields 2,2-dinitropropane (60). 

Aluminum nitrate is available commercially as aluminum nitrate nonahydrate [7784-27-2], A1(N02)3 9H20. It is a white, crystalline material with a melting point of 73.5°C that is soluble in cold water, alcohols, and acetone. Decomposition to nitric acid [7699-37-2], HNO, and basic aluminum nitrates [13473-90-0], A1(0H) (N03) where x + = 3, begins at 130°C, and dissociation to aluminum oxide and oxides of nitrogen occurs above 500°C. 

Silver nitrate forms colorless, rhombic crystals. It is dimorphic and changes to the hexagonal rhombohedral form at 159.8°C. It melts at 212°C to a yellowish Hquid which solidifies to a white, crystalline mass on cooling. An alchemical name, lunar caustic, is stiU appHed to this fused salt. In the presence of a trace of nitric acid, silver nitrate is stable to 350°C. It decomposes at 440°C to metallic silver, nitrogen, and nitrogen oxides. Solutions of silver nitrate are usually acidic, having a pH of 3.6—4.6. Silver nitrate is soluble in ethanol and acetone. 

Cyclohexanoae is miscible with methanol, ethanol, acetone, benzene, / -hexane, nitrobenzene, diethyl ether, naphtha, xylene, ethylene glycol, isoamyl acetate, diethylamine, and most organic solvents. This ketone dissolves cellulose nitrate, acetate, and ethers, vinyl resias, raw mbber, waxes, fats, shellac, basic dyes, oils, latex, bitumea, kaure, elemi, and many other organic compounds. 

The monothioacetal is also stable to 12 N hydrochloric acid in acetone (used to remove an TV-triphenylmethyl group) and to hydrazine hydrate in refluxing ethanol (used to cleave an A -phthaloyl group). It is cleaved by boron trifluoride etherate in acetic acid, silver nitrate in ethanol, and tiifluoroacetic acid. The monothioacetal is oxidized to a disulfide by thiocyanogen, (SCN)2- ... 

Acetone and ammonia are condensed in the presence of various promoters. A 45 per cent yield of diacetonamine isolated as the hydrogen oxalate is claimed when acetone saturated with ammonia at o" is allowed to stand twenty-four hours with 8.5 per cent of ammonium nitrate. Suzuki and Horie, Bull. Inst. Phys.-Chem. Research (Tokyo) ii, 383 (1932). Abstract 30 (in English) published with Sci. Papers Inst. Phys.-Chem. Research (Tokyo) 18, Nos. 350-4 [C. A. 26, 4302 (1932)]. 

Piperidinium nitrate [6091-45-8] M 145.2, m 110 . Crystd from acetone/ethyl acetate. 

Tri-n-butylammonium nitrate [33850-87-2] IVI 304.5. Crystd from mixtures of n-hexane and acetone (95 5). Dried over P2O5. 

Tri-n-dodecylammonium nitrate [2305-34-2] M 585,0, Crystd from -hexane/acetone (95 5) and kept in a desiccator over P2O5. 

Ruthenium (IV) oxide [12036-10-1] M 133.1, d 6.97. Freed from nitrates by boiling in distilled water and filtering. A more complete purification is based on fusion in a KOH-KNO3 mix to form the soluble ruthenate and perruthenate salts. The melt is dissolved in water, and filtered, then acetone is added to reduce the ruthenates to the insoluble hydrate oxide which, after making a slurry with paper pulp, is filtered and ignited in air to form the anhydrous oxide [Campbell, Ortner and Anderson Anal Chem 33 58 1961]. 

Nitration of cellulose followed by plasticisation of the product with camphor has the effect of reducing the orderly close packing of the cellulose molecules. Hence whereas cellulose is insoluble in solvents, except in certain cases where there is chemical reaction, celluloid is soluble in solvents such as acetone and amyl acetate. In addition the camphor present may be dissolved out by chloroform and similar solvents which do not dissolve the cellulose nitrate. 

Acetylene, fulminic acid (produced in ethanol - nitric acid mixtures), ammonia Acetic acid, acetone, alcohol, aniline, chromic acid, hydrocyanic acid, hydrogen sulphide, flammable liquids, flammable gases, or nitratable substances, paper, cardboard or rags Inorganic bases, amines Silver, mercury... 

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