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MALONIC ACID, C3H404

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Originally appearing in Volume V17, Page 496 of the 1911 Encyclopedia Britannica.
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MALONIC See also:

ACID, C3H404 or See also:CH2(000H)2, occurs in the See also:form of its See also:calcium See also:salt in the See also:sugar See also:beet. It was first prepared in 1858 by V. Dessaignes, who obtained it by oxidizing malic acid (See also:Ann., 1858, 107, p. 251). It may also be obtained by oxidizing allylene and propylene with See also:cold See also:potassium permanganate See also:solution, by the See also:hydrolysis of barbituric acid (malonyl See also:urea) with alkalis (A. See also:Baeyer, Ann., 1864, 130, p. 143) ; by the hydrolysis of cyanacetic acid (H. See also:Kolbe, Ann., 1864, 131, p. 349; H. See also:Muller, Ann., 1864, 131, p. 352), and by the See also:action of See also:silver See also:oxide on 13-di-chloracrylic ester at 125° C. (O.

Wallach, Ann., 1878, 193, p. 25) The See also:

half nitrile of malonic acid is cyanacetic acid, CN•CH•2 COOH, which, in the form of its ester, may be obtained by the action of a solution of potassium See also:cyanide on monochloracetic acid. The solution obtained is neutralized, concentrated on the See also:water-See also:bath, acidified by sulphuric acid and extracted with See also:ether. It is then converted into the See also:lead salt, which is decomposed by sulphuretted See also:hydrogen and the solution is carefully concentrated (Th. Nieves, Ann., 1867, 143, p. 201). It melts at 70° C.and at higher temperatures decomposes, with See also:evolution of See also:carbon dioxide and formation of aceto-nitrile, See also:CH3.CN. The true nitrile of malonic acid is methylene cyanide, CH2 (CN)2, which is obtained by distilling a mixture of cyanacetamide and See also:phosphorus pentoxide. It is a crystalline solid, which melts at 29°—30' C. and boils at 218°-219° C., and is readily soluble in See also:alcohol and ether.

End of Article: MALONIC ACID, C3H404

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