Infrared Absorption Spectra of Organic Sulfur Compounds. I. Studies on S-N Stretching Bands of Benzenesulfonamide Derivatives

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The infrared spectra of 44 kinds of benzenesulfonamide derivatives and a few naphthalenesulfonamide derivatives were measured and compared with the benzenesulfonic acid derivatives. The sulfonamide derivatives showed two characteristic bands near 900 cm-1 and 1090 cm-1 regions, but the latter didn't show the bands near 900 cm-1 region. The infrared spectra of deuterated benzenesulfonamide derivatives were examined. In the compound in which nitrogen atom is directly attached to hydrogen, the band near 900 cm-1 region shifted about 38∼100 cm-1. However, in case of the compounds where nitrogen atom is not attached to hydrogen, the band near 900 cm-1 region did not shift on deuteration work. These facts suggest that the band near 900 cm-1 region can be ascribed to S-N vibration.

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