10123-09-8Relevant articles and documents
ACTION OF NITRIC ACID ON 2,4,6-TRINITROPHENYL ARENE AND ALKANECARBOTHIOATES
Nurgatin, V. V.,Sharnin, G. P.,Savel'eva, L. A.,Nurgatina, R. B.
, p. 2167 - 2169 (2007/10/02)
For the case of the reaction of S,S'-bis(2,4,6-trinitrophenyl)dithiooxalate with concentrated nitric acid it was found that the sulfur-containing groups in the esters of thiocarboxylic acids are substituted by hydroxy and nitroso groups.The reaction, which is accompanied by copious release of nitrogen oxides and increase in temperature, leads to 2,4,6-trinitrophenol or 2,4,6-trinitronitrosobenzene.The structure of the latter was confirmed by IR and UV spectroscopy and by oxidation to 1,2,3,5-tetranitrobenzene. 2,4,6-Trinitrophenyl benzenecarbothioates give the nitroderivative only when the acids contain not more than one nitro group in the phenyl radical.The nitroso group in 2,4,6-trinitronitrosobenzene, like the halogen in picryl halides, is readily substituted by the action of nucleophilic reagents.