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苯甲醛和硝基乙烷合成苯丙胺的δ(13)C 和 δ(2)H 同位素比值。

delta(13)C and delta(2)H isotope ratios in amphetamine synthesized from benzaldehyde and nitroethane.

机构信息

National Measurement Institute, Australian Forensic Drug Laboratory, 1 Suakin Street, Pymble, Sydney, Australia.

出版信息

Rapid Commun Mass Spectrom. 2010 Jun 15;24(11):1653-8. doi: 10.1002/rcm.4563.

Abstract

Previous work in these laboratories and by Butzenlechner et al. and Culp et al. has demonstrated that the delta(2)H isotope value of industrial benzaldehyde produced by the catalytic oxidation of toluene is profoundly positive, usually in the range +300 per thousand to +500 per thousand. Synthetic routes leading to amphetamine, methylamphetamine or their precursors and commencing with such benzaldehyde may be expected to exhibit unusually positive delta(2)H values. Results are presented for delta(13)C and delta(2)H isotope values of 1-phenyl-2-nitropropene synthesized from an industrial source of benzaldehyde, having a positive delta(2)H isotope value, by a Knoevenagel condensation with nitroethane. Results are also presented for delta(13)C and delta(2)H isotope values for amphetamine prepared from the resulting 1-phenyl-2-nitropropene. The values obtained were compared with delta(13)C and delta(2)H isotope values obtained for an amphetamine sample prepared using a synthetic route that did not involve benzaldehyde. Finally, results are presented for samples of benzaldehyde, 1-phenyl-2-nitropropene and amphetamine that had been seized at a clandestine amphetamine laboratory.

摘要

先前在这些实验室中进行的工作,以及 Butzenlechner 等人和 Culp 等人的工作已经表明,通过甲苯催化氧化生产的工业苯甲醛的 δ(2)H 同位素值为正值,通常在 +300 per thousand 到 +500 per thousand 范围内。以具有这种苯甲醛为起始原料的、合成苯丙胺、甲基苯丙胺或其前体的合成路线,预计会表现出异常正的 δ(2)H 值。本文介绍了从具有正 δ(2)H 同位素值的工业苯甲醛源出发,通过与硝基乙烷的 Knoevenagel 缩合反应,合成 1-苯基-2-硝基丙烯的 δ(13)C 和 δ(2)H 同位素值的结果。还介绍了由所得的 1-苯基-2-硝基丙烯制备苯丙胺的 δ(13)C 和 δ(2)H 同位素值的结果。将获得的值与使用不涉及苯甲醛的合成路线制备的苯丙胺样品的 δ(13)C 和 δ(2)H 同位素值进行了比较。最后,本文还介绍了在一个秘密苯丙胺实验室缴获的苯甲醛、1-苯基-2-硝基丙烯和苯丙胺的样品的 δ(13)C 和 δ(2)H 同位素值的结果。

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