56276-23-4Relevant academic research and scientific papers
NUCLEOPHILIC SUBSTITUTION AT SULPHUR. COMPLEXES OF SULTONES WITH CHLORIDE AND BROMIDE IONS
Gambarotta, Sandro,Isola, Mauro,Senatore, Lucio,Ciuffarin, Ennio
, p. 297 - 300 (2007/10/02)
2-Hydroxy-3,5-dinitrotoluene-α-sulphonic acid sultone, 1, reacts with Cl(-) in nitrobenzene or acetonitrile yielding 2-hydroxy-3,5-dinitrotoluene-α-sulphonyl chloride.The reaction proceeds via the formation of an ion-molecule pair.Similar complexes are formed with the corresponding mononitro and unsubstituted sultones, 4 and 5, which do not undergo nucleophilic substitution.The complexes are detected by NMR since the methylene protons of the sultones in the complexes are displaced by more than 1 ppm to lower field because of the adjacent negative charge of the halide ion.
