Equilibrium nh acidity of benzenesulfonamide and its derivatives in dimethyl sulfoxide

Autor:	D. N. Kravtsov, A. I. Shatenshtein, Alexander S. Peregudov, E. S. Petrov, M. I. Terekhova
Rok vydání:	1981
Předmět:	chemistry.chemical_classification Transmetalation chemistry.chemical_compound Aniline Linear relationship chemistry Group (periodic table) Dimethyl sulfoxide Organic chemistry General Chemistry Medicinal chemistry Alkyl
Zdroj:	Bulletin of the Academy of Sciences of the USSR Division of Chemical Science. 30:993-997
ISSN:	1573-9171 0568-5230
DOI:	10.1007/bf00950279
Popis:	1. The equilibrium NH acidities of benzenesulfonamide and its derivatives have been studied by the transmetallation method in DMSO. 2. Linear relationships connecting the pK values of benzenesulfonamides C6H5SO2NHR with the σ* constants of alkyl groups R and of substituted benzenesulfonanilides C6H5SO2NHC6H4R′ with the σ constants of the substituents R′ have been found. The acidifying effect of the phenylsulfonyl group on its introduction into aniline and into 4-aminopyridine has been evaluated. 3. A linear relationship has been established between the pK values of anilines and 4-anilinopyridines substituted in the amino groups, and on this basis the presumed pK values of a number of aminopyridine derivatives in DMSO have been calculated.
Databáze:	OpenAIRE
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