Reference

Determination of the substituent constant sp- for the thioamide group -CSNH2 from the ionization of anilines and phenols

Determination of the substituent constant sp- for the thioamide group -CSNH2 from the ionization of anilines and phenols. Polasek, Miroslav; Waisser, Karel; Boucek, Tomas (Pharm. Fac., Charles Univ., Hradec Kralove 501 65, Czech.). Collect. Czech. Chem. Commun., 56(12), 2964-8 (English) 1991. CODEN: CCCCAK. ISSN: 0010-0765. DOCUMENT TYPE: Journal CA Section: 22 (Physical Organic Chemistry) Thermodn. ionization consts. pKa 2.62 ± 0.01 for the primary arom. amino group of 4-aminothiobenzamide and pKa 8.28 ± 0.01 for the phenolic hydroxy group of 4-hydroxythiobenzamide have been detd. by UV spectrophotometry at 25°. By using these pKa values and the Hammett equations for the ionization of fourteen 3- or 4-substituted phenols and thirteen 3- or 4-substituted anilines the substituent const. sp- = 0.68 (from the ionization of anilines) or sp- = 0. 4714-67-4 and 25984-63-8 are just another two chemicals used in this study.73 (from the ionization of phenols) of the thioamide group CSNH2 was calcd. .