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ECGONINE

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Originally appearing in Volume V08, Page 870 of the 1911 Encyclopedia Britannica.
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ECGONINE , in See also:

chemistry, C9H15NO3, a cycloheptane derivative with a See also:nitrogen See also:bridge. It is obtained by hydrolysing See also:cocaine with acids or alkalis, and crystallizes with one See also:molecule of See also:water, the crystals melting at 1980 to 199° C. It is laevo-rotatory, and on warming with alkalis gives iso-ecgonine, which is dextro-rotatory. It is a See also:tertiary See also:base, .and has also the properties of an See also:acid and an See also:alcohol. When boiled with See also:caustic baryta it gives methyl-amine. It is the carboxylic acid corresponding to See also:tropine, for it yields the same products on oxidation, and by treatment with See also:phosphorus pentachloride 'is converted into anhydroecgonine, C9H13NO2, which, when heated to 28o° C. with hydrochloric acid, splits out See also:carbon dioxide and yields tropidine, C8H13N. Anhydroecgonine melts at 235° C., and has an acid and a basic See also:character. It is an unsaturated See also:compound, and on oxidation with See also:potassium permanganate gives succinic acid. It is apparently a tropidine monocarboxylic acid, for on exhaustive methylation it yields cycloheptatriene-1.3.5-carboxylic acid-7. See also:Sodium in amyl alcohol See also:solution reduces it to hydroecgonidine C9H15NO2, while moderate oxidation by potassium permanganate converts it into norecgonine. The presence of the heptamethylene See also:ring in these compounds is shown by the See also:production of suberone by the exhaustive methylation, &c., of hydroecgonidine See also:ethyl ester (see See also:POLYMETHYLENES and TROPINE).

End of Article: ECGONINE

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ECHEGARAY Y EIZAGUIRRE, JOSE (1833– )