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无环二烷基亚硝胺的质谱重排:N-亚硝基甲基-N-丁胺及其类似物。

Mass spectral rearrangements of acyclic dialkylnitrosamines: n-nitrosomethyl-n-butylamine and analogs.

作者信息

Roller P P, Slavin B W, Angeles R M, Miller J R

出版信息

IARC Sci Publ. 1982(41):199-208.

PMID:7141529
Abstract

Electron-impact mass spectra of N-nitrosomethyl-n-butylamine, 5 of its specifically deuterated anologs and its methyl-n-hexyl and methyl-n-octyl homologs have been examined. Hydrogen abstraction by the nitrosamino moiety dominates the rearrangement ions, especially at low ionization energy. All compounds exhibited the (M-OH)+ ion, for which the hydrogen abstraction is non-specific, involving the C-2 and C-3 positions in the methylbutyl homolog. In the same compound, the M-propene ion required the specific transfer of hydrogen from C-3. A double hydrogen migration was demonstrated for the formation of the m/z 61 ion, CH5N2O+, corresponding to a protonated diazotic acid. A skeletal rearrangement is indicated by the ion C4H9O+. The new information should prove helpful in structure studies of this class of compounds.

摘要

已对N-亚硝基甲基正丁胺、其5种特定氘代类似物及其甲基正己基和甲基正辛基同系物的电子轰击质谱进行了研究。亚硝基氨基部分夺取氢主导了重排离子,尤其是在低电离能下。所有化合物都显示出(M-OH)+离子,其氢夺取是非特异性的,涉及甲基丁基同系物中的C-2和C-3位置。在同一化合物中,M-丙烯离子需要氢从C-3的特定转移。已证明形成m/z 61离子CH5N2O+(对应于质子化重氮酸)时发生了双重氢迁移。离子C4H9O+表明存在骨架重排。这些新信息应有助于此类化合物的结构研究。

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