Meta-Chloroperoxybenzoic acid

Template:DISPLAYTITLE:meta-Chloroperoxybenzoic acid

Meta-Chloroperoxybenzoic acid


IUPAC name	3-chloroperoxybenzoic acid
Other names	meta-chloroperoxybenzoic acid; Additional recommended knowledge How to ensure accurate weighing results every day? Essential Laboratory Skills Guide Daily Visual Balance Check m-chloroperoxybenzoic acid; meta-chloroperbenzoic acid; 3-chloroperbenzoic acid; mCPBA
Identifiers
CAS number	937-14-4
RTECS number	SD9470000
SMILES	O=C(OO)C1=CC(Cl)=CC=C1
Properties
Molecular formula	C₇H₅ClO₃
Molar mass	172.57 g/mol
Appearance	White powder
Melting point	92 - 94 °C, decomposes
Acidity (pK_a)	7.57
Hazards
Main hazards	Oxidizing, corrosive
R-phrases	R7 R22 R34
S-phrases	S17 S26 S36/37/39 S45
Related Compounds
Related compounds	peroxyacetic acid; peroxybenzoic acid
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

meta-Chloroperoxybenzoic acid (mCPBA) is a peroxy acid with chemical formula C₇H₅ClO₃.

mCPBA is a strong oxidizing agent that may cause fire upon contact with flammable material. It is an example of a peroxycarboxylic acid. As a pure substance, it can be detonated by shock or by sparks. It is therefore sold commercially as a much more stable mixture that is about 75% mCPBA with the balance being 3-chlorobenzoic acid and water.

mCPBA is used widely as a reagent in organic chemistry to carry out a variety of chemical transformations. It is often preferred to other peroxy acids because of its relative ease of handling. The main areas of use are the conversion of ketones to esters (Baeyer-Villiger oxidation), epoxidation of alkenes, oxidation of sulfides to sulfoxides and sulfones, and oxidation of amines to produce amine oxides.