%0 Generic %A Garanin, Evgeny M. %A Tolmachev, Yuriy V. %A Hoover, Robert R. %A Adas, Sonya %A Bunge, Scott D. %A Gangoda, Mahinda %A Khitrin, Anatoly K. %A Woods, Stephan M. %A Malkovskiy, Andrey %A Solak, Nulifer %A Wesdemiotis, Chrys %D 2010 %T Stability and Ring-Shift Tautomerization of Cyclic Anhydrides of Benzenehexasulfonic Acid %U https://acs.figshare.com/articles/dataset/Stability_and_Ring_Shift_Tautomerization_of_Cyclic_Anhydrides_of_Benzenehexasulfonic_Acid/2751736 %R 10.1021/jo1005526.s002 %2 https://ndownloader.figshare.com/files/4440550 %K atmosphere %K cyclic anhydrides %K hydrolysis products %K Cyclic Anhydrides %K benzenehexasulfonic acid forms %K dianhydride %K trianhydride %K latter case %K reactive %K Tautomerization %K hydrolyze %K Mono %K solution %K tautomerization %K Benzenehexasulfonic AcidUpon heating %K para isomer %K Stability %X Upon heating in a dry atmosphere, benzenehexasulfonic acid forms three cyclic anhydrides. Mono- and dianhydride do not hydrolyze readily due their flatter structures compared to the hydrolysis products. The trianhydride appears more to be reactive toward hydrolysis. In solutions, the mono- and dianhydride undergo ring-shift tautomerization, which is in the latter case shifted toward the para isomer. %I ACS Publications