Chromatographic investigations of the configurational and geometrical isomerism of allylic N-terpenyl-N-hydroxyethyl-nitrosamines
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Abstract
A preparative adsorption column chromatographic method is reported for the separation of cis and trans geometrical isomers of two types of N-nitrosamines derived from allylic terpenyl ethanolamines (experimental fish toxicants). Column eluates were monitored by gas chromatography in which a Carbowax 20M stationary phase was used. Further separation of E and Z configurational isomers was achieved by reversed-phase and normal-phase high-performance liquid chromatography. In the reversed-phase high-performance liquid chromatography system (acetonitrilewater), the 6′,7′-acetylenic nitrosamines (NMOA) were efficiently resolved by using an argentous (AgNO3) mobile phase, whereas the presence of sodium alkanesulfonate in the aqueous acetonitrile mobile phase favored the base-line resolution of the 6′,7′-olefinic nitrosamines (NDOA). For normal-phase separation on a silica column, addition of tetrahydrofuran to the mobile phase (methylene chloride-2-propanol) resulted in a varying degree of improvement in peak resolution (R) and column selectivity (α). Effects of temperature on the chromatographic behavior of the nitrosamine components are described. The high-performance liquid chromatographic separation method has proved to be applicable for the trace analysis of the title nitrosamines in organic tissues by way of thermal energy analysis.
Suggested Citation
Abidi, S.L., 1984, Chromatographic investigations of the configurational and geometrical isomerism of allylic N-terpenyl-N-hydroxyethyl-nitrosamines: Journal of Chromatography, v. 288, no. 2, p. 277-292, https://doi.org/10.1016/S0021-9673(01)93707-0.
| Publication type | Article |
|---|---|
| Publication Subtype | Journal Article |
| Title | Chromatographic investigations of the configurational and geometrical isomerism of allylic N-terpenyl-N-hydroxyethyl-nitrosamines |
| Series title | Journal of Chromatography |
| DOI | 10.1016/S0021-9673(01)93707-0 |
| Volume | 288 |
| Issue | 2 |
| Year Published | 1984 |
| Language | English |
| Publisher | Elsevier |
| Contributing office(s) | Upper Midwest Environmental Sciences Center |
| Description | 16 p. |
| First page | 277 |
| Last page | 292 |