Claisen by condensing ethoxymethylene aceto-acetic esters and similar compounds with /3-ketonic esters and with 1.3 diketones.
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.
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.
The oxy derivatives of the quinoline homologues are best obtained from the aniline derivatives of (3-ketonic acids.
Dieckmann, Ber., 1894, 27, pp. 103, 2 475): CH 2 CH 2 CH2 CO,R CH2 CH2 CH2 CH2 CH2 C02R 7->CH2 CH2C O by the action of sodium ethylate on 3-ketonic acids (D.
Certain of these oils consist very largely of hydrocarbons; for example, those of turpentine, citron, thyme, orange, pine-needle, goldenrod (from Solidago canadensis) and cypress, while others contain as their chief constituents various alcoholic and ketonic substances.
CH2 CHz?CU; CO CH 3 CO CH2 from sodio-malonic ester and 0-unsaturated ketones or ketonic esters: /CH, CO (R02C)2CH2+ Ph CH :CH /CH:>; CH(C02R) C07 from aceto-acetic ester and esters of a$-unsaturated acids, followed by elimination of the carboxyl group: CH2 CR', CH 3 CO CH 2.
Pseudopelletierine (methyl granatonine), C9H15N0, an alkaloid of the pomegranate, is a derivative of cyclo-octane, and resembles tropine in that it contains a nitrogen bridge between two carbon atoms. It is an inactive base, and also has ketonic properties.