1290142-63-0Relevant academic research and scientific papers
Electron ionization mass spectra of alkylated sulfabenzamides
Todua, Nino G.,Tretyakov, Kirill V.,Borisov, Roman S.,Zhilyaev, Dmitry I.,Zaikin, Vladimir G.,Stein, Stephen E.,Mikaia, Anzor I.
experimental part, p. 750 - 754 (2012/02/05)
Mono-, di- and trialkyl derivatives of 'sulfabenzamide' (N-4-aminophenylsulfonylbenzamide) have been prepared and their electron ionization (EI) mass spectra examined. It is found that the fragmentation of N-alkylsulfabenzamides (alkyl = CH3 to n-C5H11) proceeds via a very specific rearrangement process. The proposed mechanism involves an intermediate formation of distonic molecular ions, and the driving force for this process is the formation of stable N-alkylphenylcyanide cations [R-NR+ ≡ CC6H5]. The findings are confirmed by exact mass measurements, tandem mass spectrometry (MS/MS) experiments and deuterium labeling.
