Propanone, acidity

CH3C(0)CH2Br. Colourless liquid which rapidly becomes violet in colour it is a powerful lachrymator b.p. 1367725 mm. Manufactured by treating aqueous propanone with bromine at 30-40 C it is usual to add sodium chlorate(V) to convert the hydro-bromic acid formed by the reaction back to bromine. It is not very stable and decomposes on standing. 

CH2CI-CO-CH3. Colourless lachrymatory liquid b.p. 119°C. Manufactured by treating propanone with bleaching powder or chlorine. It is used as a tear gas and is usually mixed with the more potent bromoacetone. chloro acids Complex chloroanions are formed by most elements of the periodic table by solution of oxides or chlorides in concentrated hydrochloric acid. Potassium salts are precipitated from solution when potassium chloride is added to a solution of the chloro acid, the free acids are generally unstable. 

McjC = CHCOCH3. Colourless liquid b.p. 129"C, with a strong peppermint-like odour. Prepared by distilling diacetone alcohol in the presence of a trace of iodine. Converted to phorone by heating in propanone with dehydrating agents such as sulphuric acid. It is a solvent For cellulose acetate and ethyl-cellulose and other polymers. 

CHi=CMeCOOH. Colourless prisms m.p. 15-16 C, b.p. 160-5 C. Manufactured by treating propanone cyanohydrin with dilute sulphuric acid. Polymerizes when distilled or when heated with hydrochloric acid under pressure, see acrylic acid polymers. Used in the preparation of synthetic acrylate resins the methyl and ethyl esters form important glass-like polymers. 

Obtained synthetically by one of the following processes fusion of sodium ben-zenesulphonate with NaOH to give sodium phenate hydrolysis of chlorobenzene by dilute NaOH at 400 C and 300atm. to give sodium phenate (Dow process) catalytic vapour-phase reaction of steam and chlorobenzene at 500°C (Raschig process) direct oxidation of cumene (isopropylbenzene) to the hydroperoxide, followed by acid cleavage lo propanone and phenol catalytic liquid-phase oxidation of toluene to benzoic acid and then phenol. Where the phenate is formed, phenol is liberated by acidification. 

Chemically, wood tar is a complex mixture that contains at least 200 individual compounds, among which the foUowing have been isolated (1) 2-methoxyphenol, 2-methoxy-4-ethylphenol, 5-meth5i-2-methoxyphenol, 2,6-x5ienol, butyric acid, crotonic acid, 1-hydroxy-2-propanone, butyrolactone, 2-methyl-3-hydroxy-4JT-pyran-4-one, 2-methyl-2-propenal, methyl ethyl ketone, methyl isopropyl ketone, methyl furyl ketone, and 2-hydroxy-3-methyl-2-cyclopenten-l-one. 

Balaban, Mateescu, and Nenitzescu, diacylatcd 1,3-diphenyl-2-propanone (213, R =Ph) to 3,5-diphcnyl-4-pyrones (215), the former with acetic and polyphosphorio acids, the latter with acetyl chloride and aluminum chloride. This leaction follows the usual course of ketone acylation, and has been studied in detail several... 

The collected ethereal filtrates were acidified with 50 ml of 4 N hydrochloric acid and tills solution was stirred vigorously. The hydrochloride of 1-(4 -benzyloxyphenyl)-2-(1 -methyl-2-phenoxy-ethylamino)propanone-1 precipitated out, was filtered off, washed with water and then with diethyl ether. Then this substance was dried in vacuo. The yield was 37.7 g, i.e., 89% of the theoretically possible yield, calculated on 1-(4 -benzyloxyphenyl)-2-bromine propanone-1. This substance had a light yellow color and melted at 197° to 198°C, while decomposing. 

Amino 2 deoxy d glucose, conversion of hydrochloride to 2 acetamido-2 deoxy d glucose, 46, 2 l-(Ammomcthyl) cycloheptanol, 46, 31 2 Amino 2 methyl 1 propanol in isolation of levopimanc acid 45, 64 c-Amino p nitrobiphenyl, by nitration of o aminobiphenyl, 46, 86 from o,p dimtrobiphenyl, 46, 88 Amino 2 propanone, semicarbazone... 

A solution of 20.7 g (0.1 mmol) of (46 ,56 )-5-amino-2.2-dimethyl-4-phenyl-l,3-dioxane and 19.4 g (0.1 mol) of 3,4-dimethoxyphenyl-2-propanone in 70 mL of CH3OH is warmed to 60 "C and 9 mL of acetic acid is added. After 15 min the mixture is cooled with an ice bath. The precipitated product is filtered off, stirred with 1 L of water for 1 h to dissolve inorganic salts, and again collected by filtration. Drying over NaOH and recrystallization from CH3OH gives the product yield 33.6 g (82%) mp 127 128°C [a] 2 + 85.7 (c = 1, CHC1,). 

Acetic acid, vinyl- [3-Butenoic acid], 49 Acetone, ammo-, semicarbazone, hydrochloride [Hydrazinecarboxamide, 2-[l-(ammomethyl)ethyhdene], hydro chloride], correction note, 127 Acetone, chloro- [2 Propanone, 1-chloro ],... 

A weighed amount of sample is dissolved in a mixture of propanone and ethanoic acid and titrated potentiometrically with standard lead nitrate solution, using glass and platinum electrodes in combination with a ferro-ferricyanide redox indicator system consisting of 1 mg lead ferrocyanide and 0.5 ml 10% potassium ferricyanide solution. The endpoint of the titration is located by graphical extrapolation of two branches of the titration plot. A standard solution of sodium sulfate is titrated in the same way and the sodium sulfate content is calculated from the amounts of titrant used for sample and standard. (d) Water. Two methods are currently available for the determination of water. 

Because polarity is a dominant factor in solubility, phosphorus-containing anionic surfactants can be tested by solving them in a line of different liquids, e.g., heptane, toluene, propanone-2, ethanol, and water. From the behavior in those liquids the surfactants can be classified for an overall view on the solubility of phosphoric acid esters based on alcohols and ethoxylated alcohols in different surroundings. 

You are given samples of propanal, 2-propanone, and ethanoic acid. Describe how you would use chemical tests, such as acid—base indicators and oxidizing agents, to distinguish among the three compounds. 

The reaction can, however, be made preparative for (91) by a continuous distillation/siphoning process in a Soxhlet apparatus equilibrium is effected in hot propanone over solid Ba(OH)2 (as base catalyst), the equilibrium mixture [containing 2% (91)] is then siphoned off. This mixture is then distilled back on to the Ba(OH)2, but only propanone (b.p. 56°) will distil out, the 2% of 2-methyl-2-hydroxypentan-4-one ( diacetone alcohol , 91, b.p. 164°) being left behind. A second siphoning will add a further 2% equilibrium s worth of (91) to the first 2%, and more or less total conversion of (90) — (91) can thus ultimately be effected. These poor aldol reactions can, however, be accomplished very much more readily under acid catalysis. The acid promotes the formation of an ambient concentration of the enol form (93) of, for example, propanone (90), and this undergoes attack by the protonated form of a second molecule of carbonyl compound, a carbocation (94) ... 

Diammonium l,3-diazaadamantan-6-one-5,7-disulfonate is obtained by heating an aqueous solution of diammonium propanone-1,3-disulfonate (prepared easily by sulfonation of acetone with fuming sulfuric acid) and hexamethylenetetramine.82 Other several l,3-diazzadamantan-6-one derivatives are prepared similarly.83-86... 

The reaction of ethyl acetoacetate with simple hydroxy ketones has been compared with the corresponding reactions of the ketoses. The results obtained with l-hydroxy-2-propanone and 3-hydroxy-2-butanone, under the same experimental conditions as with D-fructose, establish a parallel between these reactions. However, as in the case of the aldoses, the yield is greater for these simpler hydroxy ketones than for the ketoses.9 The resultant esters, (XV and XVI), were obtained in the form of sirups, but the free acids, (XVII and XVIII), and their phenacyl esters are crystalline. The acids were shown to be identical with those of known structure described in the literature.9... 

A mixture of 4.5 g. of 1-hydroxy-2-propanone, 80 ml. of ethyl acetoacetate, 60 ml of 96% ethyl alcohol, and 4 g. of anhydrous zinc chloride is heated under reflux on a steam bath for half an hour. After cooling, it is poured into water and extracted with benzene. The extract is washed successively with a bisulfite solution (twice), dilute aqueous sodium hydroxide, and dilute hydrochloric acid, and is dried over anhydrous sodium sulfate. The benzene is evaporated, giving 4 g. of an almost colorless oil which is saponified by heating with 5 g. of sodium hydroxide in 20 ml. of 96% alcohol for half an hour on a steam bath. Part of the alcohol is evaporated, water is added, and the solution is extracted twice with ether. The aqueous layer is acidified (to Congo Red) with hydrochloric acid (1 1). The resulting solid is removed by filtration and recrystallized from 180 ml. of water yield, about 3 g. It may be purified by steam distillation, affording colorless crystals m. p., 120-122°. 

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