Correlation of Boiling Points with Molecular Structure. 1. A Training Set of 298 Diverse Organics and a Test Set of 9 Simple Inorganics

Abstract

A quantitative structure−property relationship (QSPR) treatment of the normal boiling points was performed for a structurally wide variety of organic compounds using the CODESSA (comprehensive descriptors for structural and statistical analysis) technique. A highly significant two-parameter correlation (R2 = 0.9544, s = 16.2 K) employs just two molecular parameters, a bulk cohesiveness descriptor, GI1/3, and the area-weighted surface charge of the hydrogen-bonding donor atom(s) in the molecule. A more refined QSPR model (with R2 = 0.9732 and s = 12.4 K) includes, in addition, the most negative atomic partial charge and the number of the chlorine atoms in the molecule. The four-parameter equation offers an average predicted error of 2.3% for a standard set of compounds with an average experimental error of 2.1%. The QSPR equations developed allow remarkably accurate predictions of the normal boiling points for a number of simple inorganic compounds, including water.