LAEVULINIC ACID (3-acetopropionic acid), C 5 H 8 0 3 or CH 3 CO CH 2 CH 2 CO 2 H, a ketonic acid prepared from laevulose, inulin, starch, &c., by boiling them with dilute hydrochloric or sulphuric acids.
H HN CEH?Chch C(Ch3)N.Cs The ketonic esters under like treatment yield oxypyrimidines, whilst if cyanacetic ester be employed then amino-oxypyrimidines are obtained.
The 2.6-diketo-tetrahydropyrimidines or uracils may be considered as the ureides of /-aldehydo, and 0-ketonic acids.
The carbonyl group is not ketonic in character since it yields neither an oxime nor hydrazone.
Compounds containing an oxy in addition to an aldehydic or ketonic group) undergo both condensation and oxidation when treated with phenylhydrazine, forming compounds known as osozones; these are of great importance in characterizing the sugars (q.v.).
The remaining oxygen atom is aldehydic or ketonic, for the sugars combine with hydrocyanic acid, hydroxylamine and phenylhydrazine.
P. 2207); and by the action of ammonia on a-halogen ketonic compounds (W.
It may also be prepared by oxidizing benzyl alcohol with concentrated nitric acid; by distilling a mixture of calcium benzoate and calcium formate; by the condensation of chlor-oxalic ester with benzene in the presence of aluminium chloride, the ester of the ketonic acid formed being then hydrolysed and the resulting acid distilled: C 6 H 6 +Cl CO Cooc 2 H 5 = C,H5co COOC2H5d-HC1, C 6 H 5 CO 000H =C6H5CHO+C02; by the action of anhydrous hydrocyanic acid and hydrochloric acid on benzene, an aldime being formed as an intermediate product: C 6 H 6 +HCN+HC1= C6H5CH :NH HC1, Benzaldine hydrochloride C 6 H 5 CH: NH HC1+H 2 O =NH4C1+C6H5CHO; and by the action of chromium oxychloride on toluene dissolved in carbon bisulphide (A.
They may also be prepared by the decomposition of ketone chlorides with water; by the oxidation of the tertiary hydroxyacids; by the hydrolysis of the ketonic acids or their esters with dilute alkalis or baryta water (see Aceto-Acetic Ester); by the hydrolysis of alkyl derivatives of acetone dicarboxylic acid, HO 2 C CH 2 CO CHR CO 2 H; and by the action of the Grignard reagent on nitriles (E.
Claisen by condensing ethoxymethylene aceto-acetic esters and similar compounds with /3-ketonic esters and with 1.3 diketones.
It unites with aldehydes to form esters of ketonic acids, and with aniline yields anilido-acetic acid.
With 0-ketonic esters, HO(CH 3)C: CH.
It crystallizes in deliquescent prisms and melts with partial decomposition at 119-120° C. It behaves as a ketonic acid, being reduced in aqueous solution by sodium amalgam to tartronic acid, and also combining with phenylhydrazine and hydroxylamine.