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- One-electron_reduction abstract "A one-electron reduction in organic chemistry involves the transfer of an electron from a metal to an organic substrate. It serves to differentiate between true organic reductions and other reductions such as hydride transfer reactions that actually involve two-electron species. The first intermediate in a one-electron reduction is often a radical anion, which then engages in secondary reactions. In the Birch reduction, the secondary reaction is proton abstraction from an alcohol. This reaction type is also called a dissolving metal reduction. Alkyne reduction to an alkene in the liquid ammonia/sodium system follows the same theme. The first radical anion intermediate abstracts a proton from ammonia to the free radical. A second one-electron transfer leads to the anion, which also abstracts a proton to the neutral alkene.In the Wurtz reaction, two radical intermediates dimerize in a coupling reaction. Likewise, acetone is converted to pinacol with a magnesium-mercury amalgam in a pinacol coupling reaction. Acyloin condensation couples two carboxylic acids to a α-hydroxyketone. Reactions of this type are also called reductive couplings. In the Clemmensen reduction of ketones to alkanes with zinc-mercury amalgam, the intermediate is an organozinc carbenoid. Electron rich organic molecules like tetrakis(dimethylamino)ethylene (TDAE) are effective reducing agents capable of generating the anion from alkyl halides such as 5-chloromethyl-6-nitrobenzo[1,3]dioxole:SET reductionThe one-electron reduction potential of a molecule can be used to obtain an electron affinity. For example: The one-electron reduction potential of molecular oxygen gives a value of 1.07(1) eV.".
- One-electron_reduction thumbnail SET_reaction.gif?width=300.
- One-electron_reduction wikiPageID "2103007".
- One-electron_reduction wikiPageRevisionID "588442759".
- One-electron_reduction hasPhotoCollection One-electron_reduction.
- One-electron_reduction subject Category:Organic_redox_reactions.
- One-electron_reduction type ChemicalProcess113446390.
- One-electron_reduction type ChemicalReaction113447361.
- One-electron_reduction type NaturalProcess113518963.
- One-electron_reduction type OrganicRedoxReactions.
- One-electron_reduction type PhysicalEntity100001930.
- One-electron_reduction type Process100029677.
- One-electron_reduction comment "A one-electron reduction in organic chemistry involves the transfer of an electron from a metal to an organic substrate. It serves to differentiate between true organic reductions and other reductions such as hydride transfer reactions that actually involve two-electron species. The first intermediate in a one-electron reduction is often a radical anion, which then engages in secondary reactions. In the Birch reduction, the secondary reaction is proton abstraction from an alcohol.".
- One-electron_reduction label "Eén-elektronreductor".
- One-electron_reduction label "One-electron reduction".
- One-electron_reduction label "Réduction monoélectronique".
- One-electron_reduction sameAs Réduction_monoélectronique.
- One-electron_reduction sameAs Eén-elektronreductor.
- One-electron_reduction sameAs m.06m9nr.
- One-electron_reduction sameAs Q2012217.
- One-electron_reduction sameAs Q2012217.
- One-electron_reduction sameAs One-electron_reduction.
- One-electron_reduction wasDerivedFrom One-electron_reduction?oldid=588442759.
- One-electron_reduction depiction SET_reaction.gif.
- One-electron_reduction isPrimaryTopicOf One-electron_reduction.