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Alkenes react with percarboxylic acids and even hydrogen peroxide to yield epoxides: RCH=CH 2 + RCO 3 H → RCHOCH 2 + RCO 2 H. For ethylene, the epoxidation is conducted on a very large scale industrially using oxygen in the presence of silver-based catalysts: C 2 H 4 + 1/ 2 O 2 → C 2 H 4 O. Alkenes react with ozone, leading to the scission ...
The Schenck ene reaction or the Schenk reaction is the reaction of singlet oxygen with alkenes to yield hydroperoxides. The hydroperoxides can be reduced to allylic alcohols or eliminate to form unsaturated carbonyl compounds. It is a type II photooxygenation reaction, and is discovered in 1944 by Günther Otto Schenck. [1]
The mechanism of epoxidation with dioxiranes likely involves concerted oxygen transfer through a spiro transition state. As oxygen transfer occurs, the plane of the oxirane is perpendicular to and bisects the plane of the alkene pi system. The configuration of the alkene is maintained in the product, ruling out long-lived radical intermediates.
Organic redox reactions: the Birch reduction. Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds.In organic chemistry oxidations and reductions are different from ordinary redox reactions, because many reactions carry the name but do not actually involve electron transfer. [1]
Alkenes can be oxidized with ozone to form alcohols, aldehydes or ketones, or carboxylic acids.In a typical procedure, ozone is bubbled through a solution of the alkene in methanol at −78 °C (−108 °F; 195 K) until the solution takes on a characteristic blue color, which is due to unreacted ozone.
Alkenes are precursors to aldehydes (R−CH=O), alcohols (R−OH), polymers, and aromatics. [1] As a problematic reaction, the fouling and inactivation of many catalysts arises via coking, which is the dehydrogenative polymerization of organic substrates. [2] Enzymes that catalyze dehydrogenation are called dehydrogenases.
The Prilezhaev reaction, also known as the Prileschajew reaction or Prilezhaev epoxidation, is the chemical reaction of an alkene with a peroxy acid to form epoxides. [1] It is named after Nikolai Prilezhaev , who first reported this reaction in 1909. [ 2 ]
In organic chemistry, the oxymercuration reaction is an electrophilic addition reaction that transforms an alkene (R 2 C=CR 2) into a neutral alcohol. In oxymercuration, the alkene reacts with mercuric acetate (AcO−Hg−OAc) in aqueous solution to yield the addition of an acetoxymercury (−HgOAc) group and a hydroxy (−OH) group across the ...