Determination of the substituent constant σp- for the thioamide group -CSNH2 from the ionization of anilines and phenols
1991 ◽
Vol 56
(12)
◽
pp. 2964-2968
◽
Keyword(s):
Thermodynamic ionization constants pKa 2.62 ± 0.01 for the primary aromatic amino group of 4-aminothiobenzamide and pKa 8.28 ± 0.01 for the phenolic hydroxy group of 4-hydroxythiobenzamide have been determined by ultra-violet spectrophotometry at 25°C. By using these pKa values and the Hammett equations (log Ka vs σ) for the ionization of fourteen 3- or 4-substituted phenols and thirteen 3- or 4-substituted anilines the substituent constant σp- = 0.68 (from the ionization of anilines) or σp- = 0.73 (from the ionization of phenols) of the thioamide group -CSNH2 was calculated.
Keyword(s):
2017 ◽
Vol 40
(20)
◽
pp. 1020-1030
◽
1998 ◽
Vol 87
(2)
◽
pp. 238-245
◽
Keyword(s):
1976 ◽
Vol 98
(22)
◽
pp. 7048-7053
◽
Keyword(s):
1883 ◽
Vol 36
(228-231)
◽
pp. 137-138