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The general chemical equation for the hydration of alkenes is the following: RRC=CH 2 + H 2 O → RRC(OH)-CH 3. A hydroxyl group (OH −) attaches to one carbon of the double bond, and a proton (H +) adds to the other. The reaction is highly exothermic. In the first step, the alkene acts as a nucleophile and attacks the proton, following ...
Hydroboration–oxidation reaction is a two-step hydration reaction that converts an alkene into an alcohol. [1] The process results in the syn addition of a hydrogen and a hydroxyl group where the double bond had been. Hydroboration–oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the less-substituted carbon.
Formation of a secondary alcohol via alkene reduction and hydration is shown: The hydroboration-oxidation and oxymercuration-reduction of alkenes are more reliable in organic synthesis. Alkenes react with N-bromosuccinimide and water in halohydrin formation reaction. Amines can be converted to diazonium salts, which are then hydrolyzed.
For instance, the hydration of an alkene to an alcohol is reversed by dehydration. There are two main types of polar addition reactions: electrophilic addition and nucleophilic addition. Two non-polar addition reactions exist as well, called free-radical addition and cycloadditions.
The same is true when an alkene reacts with water in an additional reaction to form an alcohol that involves carbocation formation. The hydroxyl group (OH) bonds to the carbon that has the greater number of carbon-carbon bonds, while the hydrogen bonds to the carbon on the other end of the double bond, that has more carbon–hydrogen bonds.
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 ...
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Application of mukaiyama hydration in the total synthesis of (±)-Garsubellin A. The hydration reaction is catalyzed by Co(acac)2 (acac = 2,4-pentanedionato, better known as acetylacetonato) and carried out in the presence of air oxygen & phenylsilane. With isopropanol used as solvent, yields of 73 % are obtained.