Methyl Esters of Ecgonine: Injection-Port Produced Artifacts from Cocaine Base (Crack) Exhibits

    Volume 37, Issue 5 (September 1992)

    ISSN: 0022-1198

    CODEN: JFSOAD

    Page Count: 16


    Casale, JF
    Senior Research Chemist, Drug Chemistry Laboratory, State Bureau of Investigation, Raleigh, NC

    (Received 16 November 1991; accepted 14 January 1992)

    Abstract

    Many cocaine base (crack) exhibits contain traces of sodium bicarbonate. Pseudoecgonine methyl ester and ecgonine methyl ester are formed as artifacts from the effect of sodium bicarbonate and methanol in the injection port of a gas chromatograph. Formation of ecgonine methyl esters was confirmed by comparison to known standards via gas chromatography/mass spectrometry (GC/MS). The mechanisms for artifact formation are hydrolysis of cocaine, followed by esterification and trans-esterification/base catalyzed epimerization.


    Paper ID: JFS13317J

    DOI: 10.1520/JFS13317J

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    Title Methyl Esters of Ecgonine: Injection-Port Produced Artifacts from Cocaine Base (Crack) Exhibits
    Symposium , 0000-00-00
    Committee E30