Estimation of Phosphate Ester Hydrolysis Rate Constants. I. Alkaline Hydrolysis

Autor:	Lionel A. Carreira, S. H. Hilal, Tad S. Whiteside
Rok vydání:	2006
Předmět:	Steric effects Hydrolysis constant Organic Chemistry Substituent Analytical chemistry Transition state Computer Science Applications Solvent chemistry.chemical_compound Hydrolysis Reaction rate constant chemistry Drug Discovery Organic chemistry Molecule Physics::Chemical Physics
Zdroj:	QSAR & Combinatorial Science. 25:123-133
ISSN:	1611-0218 1611-020X
DOI:	10.1002/qsar.200530148
Popis:	SPARC (SPARC Performs Automated Reasoning in Chemistry) chemical reactivity models were extended to allow the calculation of alkaline hydrolysis rate constants of phosphate esters in water. The rate is calculated from the energy difference between the initial and transition states of a molecule. This difference is a function of the reference rate and internal and external perturbations to the reference rate. The internal perturbations are comprised of electrostatic and resonance effects. The external perturbations quantify solute-solvent interactions based on the dielectric constant of the solvent and the steric effect of substituent groups. These perturbation models have been tested using 225 reliably measured second order hydrolysis rate constants over a variety of temperatures. The RMS deviation of the calculated versus observed values was 0.401 log M -1 s -1 .
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::bd04652ed2fc54913258a94b116c436b https://doi.org/10.1002/qsar.200530148 Zobrazit plný text záznamu Plný text