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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]
Through a concerted mechanism, one of the substituents on the ketone group migrates to the oxygen of the peroxide group while a carboxylic acid leaves. [1] This migration step is thought to be the rate determining step. [2] [3] Finally, deprotonation of the oxocarbenium ion produces the ester. [1] Reaction mechanism of the Baeyer-Villiger ...
The reaction proceeds through what is commonly known as the "butterfly mechanism", first proposed by Bartlett, wherein the peracid is intramolecularly hydrogen-bonded at the transition state. [5] Although there are frontier orbital interactions in both directions, the peracid is generally viewed as the electrophile and the alkene as the ...
[6] [11] [12] While the reaction has been tweaked and modified since 1974, mCPBA is still commonly used as the oxidant with slightly more variation in the solvent choice. [ 1 ] [ 4 ] DCM remains the most common solvent followed by various hydrocarbon solvents including pentane and toluene.
The mechanism of epoxidation with dioxiranes likely involves concerted oxygen transfer through a spiro transition state. As oxygen transfer occurs, the plane of the oxirane is perpendicular to and bisects the plane of the alkene pi system. The configuration of the alkene is maintained in the product, ruling out long-lived radical intermediates.
Fox News host Sean Hannity gives his take on the White House's response to mysterious drone sightings in his opening monologue Monday on "Hannity." SEAN HANNITY: Now, if your government didn't ...
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This mechanism, which was originally proposed by John Groves to explain porphyrin-catalyzed epoxidation reactions, [9] is commonly referred to as a "side-on perpendicular approach". The approach is over the diamine bridge, where the steric bulk of the tert-butyl groups on the periphery of the ligand do not interfere with the alkene's approach ...