Propane-1,1-disulfonic acid

Analysis of sulfonic acid species in sulfonated olefins. Kupfer and Kuenzler [108] reported the determination of acid species following partition between a 6.5% hydrochloric acid solution in 40% ethanol and a 1 1 (v/v) propan-2-ol-hexane mixture. The organic fraction contains alkenesulfonic and hydroxy-alkanesulfonic acids and the aqueous phase disulfonic acids and sulfato-sulfonates. The monosulfonic acids were converted to methyl esters and separated by column chromatography. To determine sulfatosulfonates the aqueous fraction was hydrolyzed and then partitioned and chromatographed. The separation is controlled using IR spectroscopy. 

Bis(4-aminophenoxy)benzophenone-3,3 -disulfonic acid, 496 4,4 -Bis(4-aminophenoxy)biphenyl, 461 4,4 -Bis-(p-aminophenoxy)diphenyl-1,3,4-thiadiazole, 307 Bis[4-(p-aminophenoxy)phenoxy]dimethylsilane, 479 2,2 -Bis[4-(4-amino-phenoxy) phenyl] hexafluoroisopropylidene, 477 1,3-Bis [5 -[3"-(p-aminophenoxy)-pheny 1]-oxadiazol-2-yl]benzene, 307 2,2 -Bis(4-(4-aminophenoxy)phenyl)propane, 477, 487 Bis(aminophenoxy phenyl)-sulfone, 489 B is [4-(3 -anrinophenoxy)phenyl] sulfone, 503 A,A -Bis(4-aminophenyl)-A, A -diphenyl-l,4-phenylenediamine, 468... 

Acetone (propan-2-one) 75 reacted with chlorosulfonic acid in dichloromethane at low temperature (< 20 °C) followed by refluxing the mixture (3-3 hours) to give the 1,3-disulfonic acid 76, 75-100% yield. The disulfonation occurs via enolization of the ketone as depicted in Scheme 6. 

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