Estimation of pKa for organic oxyacids using calculated atomic charges

Journal of Computational Chemistry - Tập 14 Số 12 - Trang 1460-1467 - 1993
Steven L. Dixon1, Peter C. Jurs1
1Department of Chemistry, The Pennyslvania State University, University Park, Pennsylvania 16802

Tóm tắt

Abstract

A method for the estimation of pKa from empirically calculated atomic charges has been developed and tested on a diverse set of organic oxyacids. The approach involves a comparison of the atomic charges calculated for both the acid and the negative ion that is formed after loss of the acidic proton. These charges have been used in conjunction with the familiar concepts of induction and resonance to develop an accurate formula to predict pKa. Results for a set of 135 compounds, including alcohols, phenols, and carboxylic acids, yielded a fit of pKa with r = 0.993 and an rms error of 0.455. © John Wiley & Sons, Inc.

Từ khóa


Tài liệu tham khảo

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Thông tin xuất bản

Journal of Computational Chemistry

Tập 14 Số 12

1460-1467

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