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Alcohol oxidation is a collection of oxidation reactions in organic chemistry that convert alcohols to aldehydes, ketones, carboxylic acids, and esters. The reaction mainly applies to primary and secondary alcohols. Secondary alcohols form ketones, while primary alcohols form aldehydes or carboxylic acids. [1] A variety of oxidants can be used.
The Wolff–Kishner reduction is a reaction used in organic chemistry to convert carbonyl functionalities into methylene groups. [1] [2] In the context of complex molecule synthesis, it is most frequently employed to remove a carbonyl group after it has served its synthetic purpose of activating an intermediate in a preceding step.
The first one consists on thermally converting calcium carboxylate salts into the corresponding ketones. This was a common method for making acetone from calcium acetate during World War I. [6] The other method for making ketones consists on converting the vaporized carboxylic acids on a catalytic bed of zirconium oxide. [7]
This intermediate decomposes by the evolution of nitrogen gas forming the tertiary carbocation intermediate (3). Initial steps in the Buchner–Curtius–Schlotterbeck reaction mechanism. The reaction is then completed either by the reformation of the carbonyl through an 1,2-rearrangement or by the formation of the epoxide.
In organic chemistry, carbonyl reduction is the conversion of any carbonyl group, usually to an alcohol. It is a common transformation that is practiced in many ways. [1] Ketones, aldehydes, carboxylic acids, esters, amides, and acid halides - some of the most pervasive functional groups, -comprise carbonyl compounds.
Enantioselective ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined alcohols. [ 1 ] Carbonyl reduction, the net addition of H 2 across a carbon-oxygen double bond, is an important way to prepare alcohols.
For oxidations to the aldehydes and ketones, two equivalents of chromic acid oxidize three equivalents of the alcohol: 2 HCrO 4 − + 3 RR'C(OH)H + 8 H + + 4 H 2 O → 2 [Cr(H 2 O) 6] 3+ + 3 RR'CO. For oxidation of primary alcohols to carboxylic acids, 4 equivalents of chromic acid oxidize 3 equivalents of the alcohol. The aldehyde is an ...
The reaction between a ketone and ammonia results in an imine and byproduct water. This reaction is water sensitive and thus drying agents such as aluminum chloride or a Dean–Stark apparatus must be employed to remove water. The resulting imine will react and decompose back into the ketone and the ammonia when in the presence of water.