N,N'-THIODIANILINES. DETECTION OF THIONITROSOBENZENE DERIVATIVES

Abstract

The mass spectra of a series of N,N'-thiodianilines S(HNNC₆H₄X)₂ X = p-H, p-Cl, p-Br, p-OMe and m-NO₂ have been measured. The fragmentation pathway of these compounds involves the formation of fragments identified as thionitrosobenzene species [X[sbnd](C₆H₄)N[dbnd]S]⁺ and their protonated derivatives [X(C₆H₄)N(S)H]⁺. The ratios of unprotonated to protonated species, which in some cases are observed as intense peaks, show a nearly linear dependence on the inductive effect of the substituents X.

Key Words:

• Thionitrosobenzenes
• N,N′-thiodianilines
• mass spectra
• sulfur(II) compounds