Descriptors for terpene esters from chromatographic and partition measurements: Estimation of human odor detection thresholds

被引:14
作者
Abraham, Michael H. [1 ]
Acree, William E., Jr. [2 ]
Cometto-Muniz, J. Enrique [3 ]
机构
[1] UCL, Dept Chem, 20 Gordon St, London WC1H 0AJ, England
[2] Univ North Texas, Dept Chem, 1155 Union Circle Dr 305070, Denton, TX 76203 USA
[3] Univ Calif San Diego, La Jolla, CA 92093 USA
关键词
Terpene esters; Gas liquid chromatography; Partition coefficient; Air-water partition coefficient; Descriptors; Linear free energy relationships; Simultaneous equations; Odor detection thresholds; PERFORMANCE LIQUID-CHROMATOGRAPHY; VOLATILE COMPOUNDS; CHEMICAL-COMPOSITION; GAS-CHROMATOGRAPHY; ESSENTIAL OILS; CONSTITUENTS; HYDROCARBONS; COEFFICIENTS; COMPONENTS; NEEDLES;
D O I
10.1016/j.chroma.2019.460428
中图分类号
Q5 [生物化学];
学科分类号
071010 ; 081704 ;
摘要
We have used gas chromatographic retention data together with other data to obtain Abraham descriptors for 30 terpene esters. These include the air-water partition coefficient, as log Kw, for which no experimental values are available for any terpene ester. The other descriptors are the ester dipolarity, S, the hydrogen bond basicity, B, (the ester hydrogen bond acidity is zero for the esters studied), and L the logarithm of the air-hexadecane partition coefficient. Both S and B are larger than those for simple aliphatic esters, as expected from the terpene ester structures that include ring systems and ethylenic double bonds. These descriptors can then be used to obtain a large number of physicochemical and environmental properties of terpene esters. We have analyzed experimental results on human odor detection thresholds and have constructed another equation for the calculation of these thresholds, to go with a previous equation that we have reported. Then the descriptors for terpene esters can be used to estimate the important odor detection thresholds. (C) 2019 Elsevier B.V. All rights reserved.
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页数:5
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