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Internet Electronic Journal of Molecular Design - IEJMD, ISSN 1538-6414, CODEN IEJMAT
| ABSTRACT - Internet Electron. J. Mol. Des. May 2002, Volume 1, Number 5, 252-268 |
Quantitative Structure-Property Relationships for the Normal Boiling Temperatures
of Acyclic Carbonyl Compounds
Ovidiu Ivanciuc, Teodora Ivanciuc, and Alexandru T. Balaban
Internet Electron. J. Mol. Des. 2002, 1, 252-268
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Abstract:
Quantitative structure-property relationships (QSPR) models for the estimation of normal
boiling temperatures for a set of 200 acyclic carbonyl compounds (containing mono- and
dialdehydes, mono- and diketones, keto aldehydes, and esters of monocarboxylic acids)
were established with the CODESSA program. The QSPR models developed with
CODESSA allow accurate computation of the boiling temperatures of organic
compounds using simple constitutional, topological, electrostatic and quantum indices
that can be computed with standard quantum chemistry packages. For the group of 127
aldehydes and ketones, a good multiple linear regression equation was obtained using
five theoretical descriptors, with the following statistical indices: r = 0.990,
rLOO = 0.986, s = 5.3 °C, and F = 1190. Equally good results
were obtained for the group of 73 esters (r = 0.993, rLOO = 0.991,
s = 4.2 °C, and F = 906) and all 200 compounds (r = 0.988, rLOO =
0.987, s = 5.6 °C, and F = 1628). Our results show that an improvement in the prediction
of the boiling temperatures of organic compounds can be obtained by developing models
for classes of structurally related compounds.
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