Hydrolytic Stability of Unsubstituted Hydrazones of Aromatic Carbonyl Compounds in Reversed-Phase HPLC

Unsubstituted hydrazones RR′C=NNH 2 are unstable during gas chromatographic separation. Testing of their resistance to hydrolysis under reversed-phase HPLC showed that aromatic ketone hydrazones are stable. In contrast, aldehyde hydrazones are only stable in neutral methanol–water systems (in the ab...

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Veröffentlicht in:Journal of analytical chemistry (New York, N.Y.) N.Y.), 2023-02, Vol.78 (2), p.222-230
Hauptverfasser: Deruish, A., Karakashev, G. V., Ukolov, A. I., Zenkevich, I. G.
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container_end_page 230
container_issue 2
container_start_page 222
container_title Journal of analytical chemistry (New York, N.Y.)
container_volume 78
creator Deruish, A.
Karakashev, G. V.
Ukolov, A. I.
Zenkevich, I. G.
description Unsubstituted hydrazones RR′C=NNH 2 are unstable during gas chromatographic separation. Testing of their resistance to hydrolysis under reversed-phase HPLC showed that aromatic ketone hydrazones are stable. In contrast, aldehyde hydrazones are only stable in neutral methanol–water systems (in the absence of acidic modifiers). In acetonitrile–water systems containing 0.1% of formic acid, only aromatic ketone hydrazones are stable, while aldehyde derivatives are completely hydrolyzed. This difference in stability must be taken into account in determining other compounds of these classes. To detect the hydrolysis of analytes, we compared the retention indices of the initial carbonyl compounds and hydrazones at different volume ratios of organic modifiers and aqueous phases and different pH values of the eluent, the relative absorbance values of the characterized components A (254/220) = A (254)/ A (220), and the chromatography–mass spectrometric data.
doi_str_mv 10.1134/S106193482302003X
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To detect the hydrolysis of analytes, we compared the retention indices of the initial carbonyl compounds and hydrazones at different volume ratios of organic modifiers and aqueous phases and different pH values of the eluent, the relative absorbance values of the characterized components A (254/220) = A (254)/ A (220), and the chromatography–mass spectrometric data.</description><identifier>ISSN: 1061-9348</identifier><identifier>EISSN: 1608-3199</identifier><identifier>DOI: 10.1134/S106193482302003X</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Acetonitrile ; Aldehydes ; Analytical Chemistry ; Aromatic compounds ; Carbonyl compounds ; Carbonyls ; Chemistry ; Chemistry and Materials Science ; Formic acid ; Gas chromatography ; High performance liquid chromatography ; Hydrazones ; Hydrolysis ; Identification and classification ; Ketones ; Methods ; Spectrometry ; Stability</subject><ispartof>Journal of analytical chemistry (New York, N.Y.), 2023-02, Vol.78 (2), p.222-230</ispartof><rights>Pleiades Publishing, Ltd. 2023. 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subjects Acetonitrile
Aldehydes
Analytical Chemistry
Aromatic compounds
Carbonyl compounds
Carbonyls
Chemistry
Chemistry and Materials Science
Formic acid
Gas chromatography
High performance liquid chromatography
Hydrazones
Hydrolysis
Identification and classification
Ketones
Methods
Spectrometry
Stability
title Hydrolytic Stability of Unsubstituted Hydrazones of Aromatic Carbonyl Compounds in Reversed-Phase HPLC
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