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Updated: Jun 14, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
GC-IRD methods for the identification of some tertiary amines related to MDMA
Hadir M Maher1, Tamer Awad, Jack DeRuiter
1Department of Pharmaceutical Analytical Chemistry, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt.
Abstract:
Gas chromatography with infrared detection (GC-IRD) provides direct confirmatory data for the identification of the drug of abuse; 3,4-MDMA and its regioisomer; 2,3-MDMA, from a set of seven tertiary amines which have an isobaric or regioisomeric relationship with the MDMAs. These compounds include three ring substituted regioisomers of 2-dimethylamino-1-(methoxyphenyl)ethanone, two ring regioisomers of N,N-dimethyl-2-(methoxymethylphenyl)ethanamine in addition to N,N-dimethyl-2-(2,3- and 3,4-methylenedioxyphenyl)ethanamine. The major mass spectral fragments for each of these unique isomers occur at equivalent mass and all have equal molecular weight. Thus, gas chromatography with mass spectrometry detection (GC-MS) does not provide sufficient information for the confirmation of identity of any one of these isomers to the exclusion of the other compounds. The infrared spectra for these compounds allow for identification of any one of these amines. This differentiation is accomplished without the aid of chemical derivatization. The IR spectra served to divide the studied compounds into four groups depending on their absorption bands in the region 2700-3100 cm(-1). Moreover, compounds with different ring substitution pattern within each group can be differentiated by several bands in the 700-1700 cm(-1) region. These regioisomeric substances are well resolved by GC on Rtx-1 stationary phase and the vapor-phase infrared spectra clearly differentiate among this set of compounds.
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