Surprisingly low aqueous acidity at the alpha-positions of pyridiniums and pyrimidinium: the role of solvation.
Org Lett
; 10(13): 2757-60, 2008 Jul 03.
Article
em En
| MEDLINE
| ID: mdl-18537244
ABSTRACT
The p K(a)'s of the 6-CH groups of N-methyl-2-methoxypyridinium, N-methyl-4-methoxypyridinium, and 1-methyl-2,4-dimethoxypyrimidinium ions in aqueous solution were determined to be about 33. The p K(a) values were nearly identical to each other and surprisingly similar to those reported for the neutral pyridones and uracil. Further determination of the enthalpies and entropies of the H-D exchange reactions revealed the role of solvation.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Compostos de Piridínio
/
Pirimidinas
/
Solventes
/
Ácidos
Idioma:
En
Ano de publicação:
2008
Tipo de documento:
Article