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13C NMR studies on the structure of aminosulfonic acids in dimethyl sulfoxide and water

✍ Scribed by Robert L. Benoit; Danielle Boulet; Monique Fréchette

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
384 KB
Volume
27
Category
Article
ISSN
0749-1581

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✦ Synopsis

The I3C NMR spectra of three aminosulfonic acids (HA) Ip-aminobenzenesulfonic acid (sulfanilic acid), aminomethanesulfonic acid and 2-aminoethanesulfonic acid (taurine)] and their anions (A-) and cations (H,A+) were obtained using aqueous H,SO, , fuming H,SO, and Me,SO solutions of trifluoromethanesulfonic acid. The chemical shifts of HA, A-and H2A+ and the protonation and deprotonation shifts of HA are compared with corresponding data for related amines and sulfonic acids in Me,SO and water. Our results indicate that the three aminosulfonic acids are essentially zwitterionic in Me,SO.

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