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Oxone : ウィキペディア英語版
Potassium peroxymonosulfate

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Potassium peroxymonosulfate (also known as MPS, potassium monopersulfate, and the trade names Caroat and Oxone) is widely used as an oxidizing agent. It is the potassium salt of peroxymonosulfuric acid.
The potassium salt is marketed by four companies: Arch Pool Chemicals(a subsidiary of Lonza Pharma Group), Evonik (formerly Degussa) under the trade name Caroat, DuPont under the trade name Oxone, and Hangzhou Focus Chemical Co., Ltd. It is a component of a triple salt with the formula 2KHSO5·KHSO4·K2SO4. The standard electrode potential for this compound is +2.51 V with a half reaction generating the hydrogen sulfate (pH=0).
::HSO5 + 2 H+ + 2 e → HSO4 + H2O
==Reactions==
MPS is a versatile oxidant. It oxidizes aldehydes to carboxylic acids; in the presence of alcoholic solvents, the esters may be obtained. Internal alkenes may be cleaved to two carboxylic acids (see below), while terminal alkenes may be epoxidized. Thioethers give sulfones, tertiary amines give amine oxides, and phosphines give phosphine oxides.
Illustrative of the oxidation power of this salt is the conversion of an acridine derivative to the corresponding acridine-N-oxide.
MPS will also oxidize a thioether to a sulfone with 2 equivalents. With one equivalent the reaction converting sulfide to sulfoxide is much faster than that of sulfoxide to sulfone, so the reaction can conveniently be stopped at that stage if so desired.
MPS can also react with ketones to form dioxiranes, with the synthesis of dimethyldioxirane (DMDO) being representative. These are versalite oxidising agents and may be used for the epoxidation of olefins. In particular, if the starting ketone is chiral then the epoxide may be generated enantioselectively, this forms the basis of the Shi epoxidation.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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