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meta-Chloroperoxybenzoic acid (mCPBA or mCPBA) is a peroxycarboxylic acid. It is a white solid often used widely as an oxidant in organic synthesis. mCPBA is often preferred to other peroxy acids because of its relative ease of handling. [1] mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material. [2]
Although many different peroxyacids are used for the Baeyer–Villiger oxidation, some of the more common oxidants include meta-chloroperbenzoic acid (mCPBA) and trifluoroperacetic acid (TFPAA). [2] The general trend is that higher reactivity is correlated with lower pK a (i.e.: stronger acidity) of the corresponding carboxylic acid (or alcohol ...
Another common reaction is conversion of cyclic ketones to the ring-expanded esters using peracids in a Baeyer-Villiger oxidation. They are also used for the oxidation of amines and thioethers to amine oxides and sulfoxides. The laboratory applications of the valued reagent mCPBA illustrate these reactions.
The Rubottom oxidation is a useful, ... The original implementations of the Rubottom oxidation featured the peroxyacid meta-chloroperoxybenzoic acid (mCPBA) ...
The oxidation of pyridine can be achieved with a number of peracids including peracetic acid and perbenzoic acid. [3] Oxidation can also be effected by a modified Dakin reaction using a urea-hydrogen peroxide complex, [4] and sodium perborate [5] or, using methylrhenium trioxide (CH 3 ReO 3) as catalyst, with sodium percarbonate. [6]
Almost all amine oxides are prepared by the oxidation of either tertiary aliphatic amines or aromatic N-heterocycles. Hydrogen peroxide is the most common reagent both industrially and in academia, however peracids are also important. [6] More specialised oxidising agents can see niche use, for instance Caro's acid or mCPBA. Spontaneous or ...
The epoxidation of allylic alcohols is a class of epoxidation reactions in organic chemistry.One implementation of this reaction is the Sharpless epoxidation.Early work showed that allylic alcohols give facial selectivity when using meta-chloroperoxybenzoic acid (m-CPBA) as an oxidant.
Imine are oxidized with meta-chloroperoxybenzoic acid (mCPBA) to give an oxaziridines. Imines are intermediates in the alkylation of amines with formic acid in the Eschweiler-Clarke reaction. A rearrangement in carbohydrate chemistry involving an imine is the Amadori rearrangement.