In 2019,Russian Chemical Bulletin included an article by Krylov, E. N.; Virzum, L. V.. Quality Control of 4-Methylbenzenesulfonamide. The article was titled 《Acidity of arylsulfonamides as function of quantum chemical parameters of sulfonamide nitrogen》. The information in the text is summarized as follows:
The structures of aromatic sulfonamide mols. XPhSO2NH2 (X = H, 4-Me, 4-F, 4-Cl, 4-Br, 4-MeO, 4-OH, 4-NH2, 4-CN, 3-NO2, 4-NO2, 3,5-(NO2)2, 3,4-Cl2, 3-Cl-4-Me, 3,4-Me2, 3-Me-4-F, 2-Me) were calculated at the M06/6-311++G** (SMD) level of theory. The at. electrostatic potentials (AEP) and the Hirshfeld charges of the sulfonamide nitrogen atoms were determined Correlation equations relating the AEP to Bronsted acidities (pKa) of these compounds were obtained using published data and the previously unknown pKa values for a number of arylsulfonamides were calculated These pKa values are consistent with independently determined free energies of acid dissociation of sulfonamides. In the experiment, the researchers used many compounds, for example, 4-Methylbenzenesulfonamide(cas: 70-55-3Quality Control of 4-Methylbenzenesulfonamide)
4-Methylbenzenesulfonamide(cas: 70-55-3) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Quality Control of 4-Methylbenzenesulfonamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics