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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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 |
format | Article |
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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.</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. ISSN 1061-9348, Journal of Analytical Chemistry, 2023, Vol. 78, No. 2, pp. 222–230. © Pleiades Publishing, Ltd., 2023. Russian Text © The Author(s), 2023, published in Zhurnal Analiticheskoi Khimii, 2023, Vol. 78, No. 2, pp. 166–175.</rights><rights>COPYRIGHT 2023 Springer</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c455t-12c106f49ad103fb60282138cfac130c689a353e6bd856bdc3e1fa9213115ecb3</citedby><cites>FETCH-LOGICAL-c455t-12c106f49ad103fb60282138cfac130c689a353e6bd856bdc3e1fa9213115ecb3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S106193482302003X$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S106193482302003X$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Deruish, A.</creatorcontrib><creatorcontrib>Karakashev, G. V.</creatorcontrib><creatorcontrib>Ukolov, A. I.</creatorcontrib><creatorcontrib>Zenkevich, I. G.</creatorcontrib><title>Hydrolytic Stability of Unsubstituted Hydrazones of Aromatic Carbonyl Compounds in Reversed-Phase HPLC</title><title>Journal of analytical chemistry (New York, N.Y.)</title><addtitle>J Anal Chem</addtitle><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.</description><subject>Acetonitrile</subject><subject>Aldehydes</subject><subject>Analytical Chemistry</subject><subject>Aromatic compounds</subject><subject>Carbonyl compounds</subject><subject>Carbonyls</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Formic acid</subject><subject>Gas chromatography</subject><subject>High performance liquid chromatography</subject><subject>Hydrazones</subject><subject>Hydrolysis</subject><subject>Identification and classification</subject><subject>Ketones</subject><subject>Methods</subject><subject>Spectrometry</subject><subject>Stability</subject><issn>1061-9348</issn><issn>1608-3199</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kl1L5DAUhsuisH7sD9i7gldeVHOaaU0vh6I7woDiKOxdSNOTMdImY5KK3V9vyizI4EggCTnPk4SXkyS_gVwA0NnlCkgJFZ2xnJKcEPr3R3IEJWEZhao6iPtYzqb6z-TY-xdCSMWgPErUYmyd7cagZboKotGdDmNqVfpk_ND4oMMQsE0nSvyzBv1Umzvbi8mohWusGbu0tv3GDqb1qTbpA76h89hm98_CY7q4X9anyaESncdf_9eT5Onm-rFeZMu7P7f1fJnJWVGEDHIZP6pmlWiBUNWUJGc5UCaVkECJLFklaEGxbFpWxElSBCWqiAAUKBt6kpxt7904-zqgD_zFDs7EJ3nOgABjOaGf1Fp0yLVRNjghe-0ln1_FCBljV0Wksj3UGg060cUolI7HO_zFHj6OFnst9wrnO0JkAr6HtRi857erh10Wtqx01nuHim-c7oUbORA-dQD_0gHRybeOj6xZo_sM43vpA4-lsCg</recordid><startdate>20230201</startdate><enddate>20230201</enddate><creator>Deruish, A.</creator><creator>Karakashev, G. V.</creator><creator>Ukolov, A. I.</creator><creator>Zenkevich, I. G.</creator><general>Pleiades Publishing</general><general>Springer</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>ISR</scope></search><sort><creationdate>20230201</creationdate><title>Hydrolytic Stability of Unsubstituted Hydrazones of Aromatic Carbonyl Compounds in Reversed-Phase HPLC</title><author>Deruish, A. ; Karakashev, G. V. ; Ukolov, A. I. ; Zenkevich, I. G.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c455t-12c106f49ad103fb60282138cfac130c689a353e6bd856bdc3e1fa9213115ecb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Acetonitrile</topic><topic>Aldehydes</topic><topic>Analytical Chemistry</topic><topic>Aromatic compounds</topic><topic>Carbonyl compounds</topic><topic>Carbonyls</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Formic acid</topic><topic>Gas chromatography</topic><topic>High performance liquid chromatography</topic><topic>Hydrazones</topic><topic>Hydrolysis</topic><topic>Identification and classification</topic><topic>Ketones</topic><topic>Methods</topic><topic>Spectrometry</topic><topic>Stability</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Deruish, A.</creatorcontrib><creatorcontrib>Karakashev, G. V.</creatorcontrib><creatorcontrib>Ukolov, A. I.</creatorcontrib><creatorcontrib>Zenkevich, I. G.</creatorcontrib><collection>CrossRef</collection><collection>Gale In Context: Science</collection><jtitle>Journal of analytical chemistry (New York, N.Y.)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Deruish, A.</au><au>Karakashev, G. V.</au><au>Ukolov, A. I.</au><au>Zenkevich, I. G.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hydrolytic Stability of Unsubstituted Hydrazones of Aromatic Carbonyl Compounds in Reversed-Phase HPLC</atitle><jtitle>Journal of analytical chemistry (New York, N.Y.)</jtitle><stitle>J Anal Chem</stitle><date>2023-02-01</date><risdate>2023</risdate><volume>78</volume><issue>2</issue><spage>222</spage><epage>230</epage><pages>222-230</pages><issn>1061-9348</issn><eissn>1608-3199</eissn><abstract>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.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S106193482302003X</doi><tpages>9</tpages></addata></record> |
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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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