Enthalpy change on mixing a couple of S- and R-enantiomers of some chiral compounds at 298.15 K

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Enthalpy change on the mixing of R - and S -enantiomers of chiral liquid compounds such as dimethyl malate ( 1 ), methyl 3-hydroxylbutanoate ( 2 ), 2-butanol ( 3 ), ethyl 4-chloro-3-hydroxylbutanoate ( 4 ), 1,3,3-trimethylbicycle-[2.2.1]heptan-2-one ( 5 ), 3,7-dimethyl-6-octenal ( 6 ), and 8-bromo-2,6-dimethyl-2-octene ( 7 ) is measured over the entire range of mole fractions at 298.15 K, albeit very small values. The mixing of chiral liquids of R - 1 + S - 1 , R - 2 + S - 2 , R - 3 + S - 3 , R - 6 + S - 6 , and R - 7 + S - 7 produces enthalpic destabilization over the entire range of mole fractions, while that of R - 4 + S - 4 and R - 5 + S - 5 shows enthalpic stabilization over entire compositions. Enthalpy change on mixing at an equimolar concentration and the intermolecular interaction obtained by the molecular mechanics calculations show a linear correlation, except for a few compounds measured. Chirality, 2006. Â© 2006 Wiley-Liss, Inc.

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R)- and (S)-enantiomers chiral compound enthalpy of mixing dimethyl malate methyl 3-hydroxylbutanoate 2-butanol ethyl 4-chloro-3-hydroxyl-butanoate 1,3,3-trimethylbicycle-[2.2.1]heptan-2-one 3,7-dimethyl- 6-octenal 8-bromo-2,6-dimethyl-2-octene