6533b7d6fe1ef96bd12664d0

RESEARCH PRODUCT

Gas-liquid chromatography and lipophilicity of esters of benzoic acids

V. RejholecMiroslav KuchařIlpo O.o. KorhonenH. Tomková

subject

chemistry.chemical_classificationChromatographyChemistryOrganic ChemistryGeneral MedicineBiochemistryAnalytical ChemistryHydrophobic effectPartition coefficientEnthalpy–entropy compensationIntramolecular forceLipophilicityKovats retention indexOrganic chemistryGas chromatographyAlkyl

description

Abstract The use of gas-liquid chromatographic (GLC) retention indices for the determination of lipophilicity was studied for a series of alkyl and arylalkyl esters of substituted benzoic acids. The regression relationships between the logarithms of the partition coefficients and the retention characteristics measured on two cpillary columns, SE-30 and OV-351, were evaluated. The behaviour of arylalkyl esters and of alkyl esters cannot be expressed in terms of a single regression equation. This is probably a consequence of the effect of the intramolecular hydrophobic interaction upon the retention of arylalkyl esters under GLC conditions. An analysis of the isokinetic relationships revealed differences in the mechanisms of separation of these groups of esters.

https://doi.org/10.1016/s0021-9673(01)96494-5