m-Chloroperbenzoic Acid

A. Somasekar Rao

A. Somasekar Rao

Indian Institute of Chemical Technology, Hyderabad, India

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H. Rama Mohan

H. Rama Mohan

Indian Institute of Chemical Technology, Hyderabad, India

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André Charette

André Charette

Universite de Montreal, Montreal, Canada

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First published: 15 October 2005
Citations: 4

Abstract

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[937-14-4] C7H5ClO3 (MW 172.57)

InChI = 1S/C7H5ClO3/c8-6-3-1-2-5(4-6)7(9)11-10/h1-4,10H

InChIKey = NHQDETIJWKXCTC-UHFFFAOYSA-N

(electrophilic reagent capable of reacting with many functional groups; delivers oxygen to alkenes, sulfides, selenides, and amines)

Alternate Name: m-CPBA; MCPBA.

Physical Data: mp 92–94 °C.

Solubility: soluble in CH2Cl2, CHCl3, 1,2-dichloroethane, ethyl acetate, benzene, and ether; slightly soluble in hexane; insoluble in H2O.

Form Supplied in: white powder, available with purity of 50%, 85%, and 98% (the rest is 3-chlorobenzoic acid and water).

Analysis of Reagent Purity: iodometry.2

Purification commercial material (purity 85%) is washed with a phosphate buffer of pH 7.5 and dried under reduced pressure to furnish reagent with purity >99%.3

Handling, Storage, and Precautions: pure m-CPBA is shock sensitive and can deflagrate;4 potentially explosive, and care is required while carrying out the reactions and during workup.5 Store in polyethylene containers under refrigeration.

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