
%0 Journal Article
%A Bowie, JH 
%A Stapleton, BJ 
%T Electron impact studies. CXIII. Aromatic nucleophilic substitution in the gas phase. The dinitrobenzenes. An ion cyclotron resonance study
%J Australian Journal of Chemistry
%D 1977/04/01
%V 30
%N 4
%P 795-800
%K 
%R https://doi.org/10.1071/CH9770795
%U https://www.publish.csiro.au/paper/CH9770795 
%X The negative ion mass spectra derived from the three dinitrobenzenes show NO2-, [M-?-NO?]- and M-? as major ions. The i.c.r. spectrum of o- dinitrobenzene shows the formation of the adducts [M+NO2-]-, [M+(M-?-NO?)- ]- and 2M-?, but the m- and p-dinitrobenzenes only produce the adduct [M+NO2-]-. The nucleophile Cl- adds to each of the three dinitrobenzene neutrals in the abundance ratio o >> m &#8776; p. Evidence is presented which suggests that the neutral products formed by the reaction between NO2- and o-dinitrobenzene are dinitro- and trinitro-benzenes, whereas those resulting from the interaction of Cl- with o-dinitrobenzene are chloronitrobenzene and a chloro-dinitrobenzene. 
