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C3H404 MALONIC See also:ACID
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 See also: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: 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 . |
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