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The reaction is highly exothermic. In the first step, the alkene acts as a nucleophile and attacks the proton, following Markovnikov's rule. In the second step an H 2 O molecule bonds to the other, more highly substituted carbon. The oxygen atom at this point has three bonds and carries a positive charge (i.e., the molecule is an oxonium ...
Studies investigating the mechanism of cobalt-catalyzed peroxidation of alkenes by Nojima and coworkers, [4] support the intermediacy of a metal hydride that reacts with the alkene directly to form a transient cobalt-alkyl bond. Homolysis generates a carbon centered radical that reacts directly with oxygen and is subsequently trapped by a ...
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 ...
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]
Whereas many hydroxylations insert O atoms into C−H bonds, some reactions add OH groups to unsaturated substrates. The Sharpless dihydroxylation is such a reaction: it converts alkenes into diols. The hydroxy groups are provided by hydrogen peroxide, which adds across the double bond of alkenes. [12]
In organic chemistry, reduction is equivalent to the addition of hydrogen atoms, usually in pairs. The reaction of unsaturated organic compounds with hydrogen gas is called hydrogenation. The reaction of saturated organic compounds with hydrogen gas is called hydrogenolysis. Hydrogenolyses necessarily cleaves C-X bonds (X = C, O, N, etc.).
The stronger the donation is, the stronger the back bonding from the metal d orbital to π* anti-bonding orbital of the alkene. This effect lowers the bond order of the alkene and increases the C-C bond length. One example is the complex PtCl 3 (C 2 H 4)] −. These complexes are related to the mechanisms of metal-catalyzed reactions of ...
Oxygen is usually pyramidal with an sp 3 hybridization. Those with n = 1 are called primary oxonium ions, an example being protonated alcohol (e.g. methanol). In acidic media, the oxonium functional group produced by protonating an alcohol can be a leaving group in the E2 elimination reaction. The product is an alkene. Extreme acidity, heat ...