1290142-72-1Relevant articles and documents
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.
