Forensic Science International
Volume 194, Issue 1 , Pages 39-48, 30 January 2010

GC-IRD studies on regioisomeric ring substituted methoxy methyl phenylacetones related to 3,4-methylenedioxyphenylacetone

  • Tamer Awad

      Affiliations

    • Department of Pharmacal Sciences, Harrison School of Pharmacy, 3306B Walker Building, Auburn University, Auburn, AL 36849, USA
    • Department of Pharmaceutical Analytical Chemistry, Faculty of Pharmacy, Suez Canal University, Ismailia 41522, Egypt
    • ,
  • Tarek Belal

      Affiliations

    • Department of Pharmaceutical Analytical Chemistry, Faculty of Pharmacy, Alexandria University, Alexandria 21521, Egypt
    • ,
  • Jack DeRuiter

      Affiliations

    • Department of Pharmacal Sciences, Harrison School of Pharmacy, 3306B Walker Building, Auburn University, Auburn, AL 36849, USA
    • ,
  • C. Randall Clark

      Affiliations

    • Department of Pharmacal Sciences, Harrison School of Pharmacy, 3306B Walker Building, Auburn University, Auburn, AL 36849, USA
    • Corresponding Author InformationCorresponding author. Tel.: +1 334 844 8326; fax: +1 334 844 8331.

Received 7 May 2009; received in revised form 21 September 2009; accepted 8 October 2009. published online 16 November 2009.

Abstract 

The methoxy methyl phenylacetones share an isobaric relationship (equivalent mass but different elemental composition) to the controlled precursor substance 3,4-methylenedioxyphenylacetone (3,4-methylenedioxyphenyl-2-propanone; 3,4-MDP-2-P). The ten ring substituted methoxy methyl phenylacetones are resolved by capillary gas chromatography on a modified cyclodextrin stationary phase. All ten regioisomeric ketones eluted before the controlled precursor substance 3,4-methylenedioxyphenylacetone. The vapor phase infrared spectra generated from the capillary column effluent clearly differentiated 3,4-MDP-2-P from the various methoxy methyl phenylacetones. Additionally the methoxy methyl phenylacetones provide unique individual infrared spectra. Infrared absorption frequencies and patterns confirmed the relative position of the methoxy-group and the acetone side-chain for the regioisomeric ketones.

Keywords: 3,4-Methylenedioxyphenylacetone, Methoxy methyl phenylacetones, Isobaric, Regioisomers, Gas chromatography-infrared detection (GC-IRD)

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PII: S0379-0738(09)00416-2

doi:10.1016/j.forsciint.2009.10.005

Forensic Science International
Volume 194, Issue 1 , Pages 39-48, 30 January 2010

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