Enantiomeric separation of triazole fungicides with 3-μm and 5-μml particle chiral columns by reverse-phase high-performance liquid chromatography

This study used chiral columns packed with 3‐μm and 5‐μm particles to comparatively separate enantiomers of 9 triazole fungicides, and Lux Cellulose‐1 columns with chiral stationary phase of cellulose‐tris‐(3,5‐dimethylphenylcarbamate) were used on reverse‐phase high‐performance liquid chromatograph...

Full description

Saved in:
Bibliographic Details
Published in:Chirality (New York, N.Y.) N.Y.), 2011-07, Vol.23 (6), p.479-486
Main Authors: Qiu, Jing, Dai, Shouhui, Zheng, Chuangmu, Yang, Shuming, Chai, Tingting, Bie, Mei
Format: Article
Language:English
Subjects:
Animals
CDMPC
Chlorobenzenes - analysis
Chlorobenzenes - chemistry
Chromatography, High Pressure Liquid - methods
Chromatography, Reverse-Phase - methods
elution order
enantiomeric separation
Epoxy Compounds - analysis
Epoxy Compounds - chemistry
Fungicides, Industrial - analysis
Fungicides, Industrial - chemistry
HPLC
Mice
Nitriles - analysis
Nitriles - chemistry
Particle Size
Stereoisomerism
Temperature
Thermodynamics
triazole fungicide
Triazoles - analysis
Triazoles - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:This study used chiral columns packed with 3‐μm and 5‐μm particles to comparatively separate enantiomers of 9 triazole fungicides, and Lux Cellulose‐1 columns with chiral stationary phase of cellulose‐tris‐(3,5‐dimethylphenylcarbamate) were used on reverse‐phase high‐performance liquid chromatography with flow rates of 0.3 and 1.0 mL min−1 for 3‐μm and 5‐μm columns, respectively. The (+)‐enantiomers of hexaconazole (1), tetraconazole (4), myclobutanil (7), fenbuconazole (8) and the (−)‐enantiomers of flutriafol (2) diniconazole (3), epoxiconazole (5), penconazole (6), triadimefon (9) were firstly eluted from both columns, the elution orders identified with an optical rotation detector didn't change with variety of column particles and mobile phases (acetronitrile/water and methanol/water). The plots of natural logarithms of the selectivity factors (ln α) for all fungicides except penconazole (6) versus the inverse of temperature (1/T) were linear in range of 5–40°C. The thermodynamic parameters (ΔH°, ΔS°, ΔΔH° and ΔΔS°) were calculated using Van't Hoff equations to understand the thermosynamic driving forces for enantioseparation. This work will be very helpful to obtain good enantiomeric separation and establish more efficient analytical method for triazole fungicides. Chirality, 2011. © 2011 Wiley‐Liss, Inc.
ISSN:0899-0042
1520-636X
DOI:10.1002/chir.20950