| Abstract
| - A simple chloroalkane or chlorocycloalkane has a very small hydrogen bond basicity, B = 0.1 units.Since B is often an additive function, it is possible that polychloro-alkanes or -cycloalkanes couldhave quite large hydrogen bond basicities. Literature data on the 1,2,3,4,5,6-hexachlorocyclohexanes(HCHs) have been analyzed by Abraham's linear free energy relationships to obtain solvationdescriptors. These are not extraordinary except for the hydrogen bond basicity, B, which is indeedvery large. Values of B for the HCHs are larger than many functionally substituted aliphaticcompounds and as large as that of aliphatic amines. We find that B is 0.62−0.72 for the HCHscompared to 0.45 for propanone and 0.70 for ethylamine, the first time that such large hydrogenbond basicities have been identified in compounds with no functional groups. Hydrogen bondbasicities are analyzed in order to examine what types of polychlorocompounds give rise to theseelevated B values.
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