The gas chromatographic separation and infrared identification of syn- and anti-acetaldoxime

Jernejčič, M.; Kidrič-Zajas, J.; Kremser, M.; Premru, L.

doi:10.1016/s0021-9673(00)85418-7

Cited by 6 publications

(3 citation statements)

References 4 publications

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“… a For 1 the Z isomer is thermodynamically predominant; for 2 the E isomer in the given temperature range. − K represents the equilibrium constant. …”

Section: Resultsmentioning

confidence: 99%

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Simulation of Elution Profiles for Two-Dimensional Dynamic Gas Chromatographic Experiments

et al. 2003

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The interconversion of E and Z isomers of acetaldoxime 1 and butyraldoxime 2 have been investigated by comprehensive two-dimensional dynamic gas chromatography (DGCxDGC) and computer simulation. Time-resolved cryogenic modulation is capable of revealing the precise isomeric ratio as a fine structure under the dynamic elution profile, which is characterized in one-dimensional experiments by a plateau formation or peak coalescence caused by interconversion of the isomers during the separation process. The chromatographic theoretical plate model has been extended for the computer simulation of comprehensive two-dimensional dynamic chromatographic experiments. A novel program, ChromWin 2D, based on the new algorithm has been developed for computer simulation to evaluate and predict the elution profiles of DGCxDGC experiments. ChromWin 2D allows the determination of rate constants and barriers of isomerization, epimerization, and enantiomerization processes occurring during chromatographic separations. The Eyring activation parameters of the E/Z and Z/E isomerization barriers in the presence of the stationary phase BP21 (poly(ethylene glycol) terephthalate terminated) were determined by temperature-dependent experiments between 80 and 90 degrees C for 1 and 70 and 130 degrees C for 2. The thermodynamic Gibbs free energy of the E/Z equilibrium of the isomers has been determined from the time-resolved chromatograms by cryogenic modulation. The method described here constitutes a new and important tool for the determination of isomerization barriers, which are of great interest, for example, for the quantitative determination of derivatized aldehydes, such as dinitrophenylhydrazine derivatives, in trace analysis.

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“… a For 1 the Z isomer is thermodynamically predominant; for 2 the E isomer in the given temperature range. − K represents the equilibrium constant. …”

Section: Resultsmentioning

confidence: 99%

“…For detection with highly sensitive NP detectors, these compounds are frequently derivatized with hydrazines, i.e., 2,4-dinitrophenylhydrazine (DNPH) − or hydroxylamines. The so formed corresponding E/Z oximes and hydrazones isomerize during gas chromatographic separation, thus yielding overlapping or incompletely resolved peaks. − …”

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confidence: 99%

Simulation of Elution Profiles for Two-Dimensional Dynamic Gas Chromatographic Experiments

et al. 2003

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“…The combination of preparative GC and micro-infrared spectroscopy was evaluated for the analysis of phenothiazine and related drugs (202). Syn and anti isomers of acet aldoxime were separated by GC, and the IR spectra for the two isomers were determined (431).…”

Section: Detectorsmentioning

confidence: 99%

Gas chromatography

Juvet¹,

Cram²

1974

Anal. Chem.

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This review surveys developments in the field of gas chromatography since publication of the last review in this series (178) and covers the years 1972-73. Gas chromatography continues to be one of the most active areas in analytical chemistry. In the 1973 Directory of Membership of the ACS Division of Analytical Chemistry (356), those listing their research specialty as "gas chromatography" were second in numbers only to those listing the drugs compiled by the editorial staff (423) and articles on applications of GC in alcohol analysis (417), hallucinogenic drugs ( 818), the analysis of narcotic analgesics and amphetamines (622), barbiturates (446), and phenothiazine drugs (158).

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The infrared spectra and normal coordinate analysis of syn and anti acetaldoxime

Kidrič

Hadži

Barlič

1974

Journal of Molecular Structure

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The gas chromatographic separation and infrared identification of syn- and anti-acetaldoxime

Cited by 6 publications

References 4 publications

Simulation of Elution Profiles for Two-Dimensional Dynamic Gas Chromatographic Experiments

Simulation of Elution Profiles for Two-Dimensional Dynamic Gas Chromatographic Experiments

Gas chromatography

The infrared spectra and normal coordinate analysis of syn and anti acetaldoxime

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