About: Less common patterns of reduction of some oximes

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Description	Většina oximů se redukuje na elektrodě v jednom pH-závislém čtyřelektronovém ději za vzniku aminů. Díky intramolekulárním interakcím se však může kombinace některých substituentů projevit takovou změnou distribuce elektronů v molekule, že se zásadně změní stabilita a redox vlastnosti meziproduktů i acidobazické rovnováhy. Výsledkem je několik dalších variant mechanismu: rozdílný počet kroků elektroredukce, rozdílný stupeň předřazené protonace, významná role kovalentní hydratace – adice vody na C=N vazbu, nová vřazená chemická reakce vedoucí k rozdílným produktům. (cs) Most oximes are reduced in a single, pH-dependent, four-electron wave, in which an amine is formed. Examples of reduction of some oximes, which differ from this general pattern, are reported. These different behaviors can be caused by changes in acid-base equilibria and in the rate of their establishment. Such changes can result from the role of strongly electron- withdrawing substituents, such as the cyano group. Alternatively the reduction pattern can be changed by a covalent hydration of the C=N bond. This has been observed for compounds bearing a CF3 group adjacent to the oximino group. Finally, a different reduction pattern can result from interposed acid-base reactions. The difference in such reactions cause different reduction patterns of two isomeric monoximes of 1-phenyl-1,2-propanedione. Most oximes are reduced in a single, pH-dependent, four-electron wave, in which an amine is formed. Examples of reduction of some oximes, which differ from this general pattern, are reported. These different behaviors can be caused by changes in acid-base equilibria and in the rate of their establishment. Such changes can result from the role of strongly electron- withdrawing substituents, such as the cyano group. Alternatively the reduction pattern can be changed by a covalent hydration of the C=N bond. This has been observed for compounds bearing a CF3 group adjacent to the oximino group. Finally, a different reduction pattern can result from interposed acid-base reactions. The difference in such reactions cause different reduction patterns of two isomeric monoximes of 1-phenyl-1,2-propanedione. (en)
Title	Less common patterns of reduction of some oximes Less common patterns of reduction of some oximes (en) Méně obvyklá schemata redukce některých oximů (cs)
skos:prefLabel	Less common patterns of reduction of some oximes Less common patterns of reduction of some oximes (en) Méně obvyklá schemata redukce některých oximů (cs)
skos:notation	RIV/61388955:_____/07:00085416!RIV08-MSM-61388955
http://linked.open.../vavai/riv/strany	1990;2000
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(1P05ME785), Z(AV0Z40400503)
http://linked.open...iv/cisloPeriodika	5
http://linked.open...vai/riv/dodaniDat	2008
http://linked.open...aciTvurceVysledku	Ludvík, Jiří
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Ústav fyzikální chemie J. Heyrovského AV ČR, v.v.i.
http://linked.open...dnocenehoVysledku	430892
http://linked.open...ai/riv/idVysledku	RIV/61388955:_____/07:00085416
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	polarography; benzaldehyde oximes; acetophenone oximes; isomeric monoximes (en)
http://linked.open.../riv/klicoveSlovo	acetophenone oximes benzaldehyde oximes isomeric monoximes polarography
http://linked.open...odStatuVydavatele	GB - Spojené království Velké Británie a Severního Irska
http://linked.open...ontrolniKodProRIV	[6B655A741623]
http://linked.open...i/riv/nazevZdroje	Electrochimica acta
http://linked.open...in/vavai/riv/obor	CG
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	Chemical and electrochemical properties of oximes - antidotes against nervous gases
http://linked.open...UplatneniVysledku	2007
http://linked.open...v/svazekPeriodika	52
http://linked.open...iv/tvurceVysledku	Ludvík, Jiří Celik, H. Zuman, P.
http://linked.open...n/vavai/riv/zamer	Struktura, reaktivita a dynamika molekulárních a biomolekulárních systémů: teorie, experiment, aplikace
issn	0013-4686
number of pages	11 (xsd:int)

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