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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 ...
However it has been shown that for medium-sized rings (eight and nine) peracid oxidizers show reverse selectivity, while vanadium catalyzed reactions continue to show formation of the syn epoxide. [14] Although it is the least reactive metal catalyst for epoxidations, vanadium is highly selective for alkenes with allylic alcohols.
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.
Crews with the Inyo County Search and Rescue and Inyo County Sheriff’s Office search for Taylor Rodriguez, who went missing while attempting to summit Mount Whitney in California's Sierra Nevada ...
The number of migrants arrested illegally crossing the U.S.-Mexico border in December was lower than when President-elect Donald Trump ended his first term in 2020, according to preliminary ...
The U.S. Preventive Services Task Force released a draft recommendation advising against using vitamin D to prevent falls and fractures in people over 60. Pharmacist Katy Dubinsky weighs in.