Online Encyclopedia

ACETONE, or DIMETHYL KETONE

Online Encyclopedia
Originally appearing in Volume V01, Page 136 of the 1911 Encyclopedia Britannica.
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ACETONE, or DIMETHYL KETONE  , CH3•CO•CH3, in chemistry, the simplest representative of the aliphatic
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ketones . It is
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present in very small quantity in normal urine, in the
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blood, and in larger quantities in diabetic patients . It is found among the products formed in the destructive distillation of wood,
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sugar,
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cellulose, &c., and for this reason it is always present in crude wood spirit, from which the greater portion of it may be re-covered by fractional distillation . On the large scale it is pre-pared by the dry distillation of calcium acetate (CH3CO2)2Ca= CaCO3+CH3000H3 . E . R . Squibb (Journ . Amer . Chem .
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Soc., 1895, 17, p . 187) manufactures it by passing the vapour of acetic acid through a rotating iron cylinder containing a mixture of pumice and precipitated barium carbonate, and kept at a temperature of from 500° C. to 600° C . The mixed vapours of acetone, acetic acid and
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water are then led through a. condensing apparatus so that the acetic acid and water are first condensed, and then the acetone is condensed in a second vessel .

The barium carbonate used in the

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process acts as a contact substance, since the temperature at which the operation is carried out is always above the decomposition point of barium acetate . Crude acetone may be purified by converting it into the crystal-
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line sodium bisulphite compound, which is separated by filtration and then distilled with sodium carbonate . 2 CHa\C< +Na2CO3=2CH3>C0+2Na2S03+
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CO2+H20 .
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CH3/ S03Na CH3 It is then dehydrated and redistilled . Acetone is largely used in the manufacture of
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cordite (q.v.) . For this purpose the crude distillate is redistilled over sulphuric acid and then fractionated . Acetone is a colourless
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mobile liquid of pleasant smell, boiling at 56.53°C., and has a specific gravity o• 819 (o%4° C.) . It is readily soluble in water,
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alcohol, ether, &c . In addition to its application in the cordite industry, it is used in the manufacture of chloroform (q.v.) and
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sulphonal, and as a solvent . It forms a
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hydrazone with phenyl hydrazine, and an oxime with hydroxyl-amine . Reduction by sodium
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amalgam converts it into isopropyl alcohol; oxidation by chromic acid gives carbon dioxide and acetic acid . With
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ammonia it reacts to form di- and triacetoneamines .

It also unites directly with hydrocyanic acid to form the nitrile of a-oxyisobutyric acid . By the

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action of various reagents such as lime, caustic potash, hydrochloric acid, &c., acetone is converted into condensation products, mesityl
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oxide C6H160, phorone C9H140, &c., being formed . On distillation with sulphuric acid, it is converted into mesitylene C9H12(symmetrical trimethyl
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benzene) . Acetone has also been used in the artificial production of indigo . In the presence of iodine and an
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alkali it gives iodoform . Acetone has been employed medicinally in cases of dyspnoea . With potassium iodide, glycerin and water, it forms the preparation spirone, which has been used as a spray inhalation in paroxysmal sneezing and asthma .

End of Article: ACETONE, or DIMETHYL KETONE
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