کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5417614 1506930 2009 5 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Theoretical investigation of mono- and bi-function alkylating agents transformed from nitrosodimethylamine derivatives
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی تئوریک و عملی
پیش نمایش صفحه اول مقاله
Theoretical investigation of mono- and bi-function alkylating agents transformed from nitrosodimethylamine derivatives
چکیده انگلیسی
In vivo, N-hydroxymethyl-methylnitrosamine (HMMN) and N-acetoxymethyl-methylnitrosamine (AMMN) are the activated derivatives of N-nitrosodimethylamine (NDMA) which is a potent carcinogen. The mechanistic pathway of the transformations of HMMN and AMMN have been investigated at B3LYP/6-311+G(d, p) level. The results show that the decomposition of HMMN to a mono-function alkylating agent proceeds through a stepwise mechanism involving isomerization and retro-ene reaction, in which the former is the rate-determining step in the gas phase with the energy barrier of about 24 kcal/mol. For the transformation of AMMN, a bi-function alkylating agent is produced via an intramolecular rearrangement mechanism which is similar to the Favorskii reaction.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Molecular Structure: THEOCHEM - Volume 893, Issues 1–3, 15 January 2009, Pages 106-110
نویسندگان
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