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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.
An organic acid is an organic compound with acidic properties. The most common organic acids are the carboxylic acids, whose acidity is associated with their carboxyl group –COOH. Sulfonic acids, containing the group –SO 2 OH, are relatively stronger acids. Alcohols, with –OH, can act as acids but
Tertiary alcohols react with strong acids to generate carbocations. The reaction is related to their dehydration, e.g. isobutylene from tert-butyl alcohol. A special kind of dehydration reaction involves triphenylmethanol and especially its amine-substituted derivatives. When treated with acid, these alcohols lose water to give stable ...
The reaction uses a hypervalent iodine reagent [2] similar to 2-iodoxybenzoic acid to selectively and mildly oxidize alcohols to aldehydes or ketones. The reaction is commonly conducted in chlorinated solvents such as dichloromethane or chloroform. [2] The reaction can be done at room temperature and is quickly complete.
The Albright–Goldman oxidation is a name reaction of organic chemistry, first described by the American chemists J. Donald Albright and Leon Goldman in 1965. [1] The reaction is particularly suitable for the synthesis of aldehydes from primary alcohols. Analogously, secondary alcohols can be oxidized to form ketones.
Organic reactions can be categorized based on the type of functional group involved in the reaction as a reactant and the functional group that is formed as a result of this reaction. For example, in the Fries rearrangement the reactant is an ester and the reaction product an alcohol .
The Koch reaction is an organic reaction for the synthesis of tertiary carboxylic acids from alcohols or alkenes and carbon monoxide. Some commonly industrially produced Koch acids include pivalic acid , 2,2-dimethylbutyric acid and 2,2-dimethylpentanoic acid. [ 1 ]
The acid used is often p-nitroperoxybenzoic acid because the p-nitrobenzoic acid anion is a good leaving group. The reaction mechanism has similarities with the Baeyer-Villiger oxidation where the intermediate hydroxyperacid is called a Criegee intermediate. The per-acid forms a per-ester with the alcohol group.