Meta-Chloroperoxybenzoic acid
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- The correct title of this article is meta-Chloroperoxybenzoic acid. The initial letter is shown capitalized due to technical restrictions.
| meta-Chloroperoxybenzoic acid | |
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| General | |
| Systematic name | 3-chloroperoxybenzoic acid |
| Other names | meta-chloroperoxybenzoic acid m-chloroperoxybenzoic acid meta-chloroperbenzoic acid 3-chloroperbenzoic acid mCPBA |
| Molecular formula | C7H5ClO3 |
| SMILES | O=C(OO)C1=CC(Cl)=CC=C1 |
| Molar mass | 172.57 g/mol |
| Appearance | white powder |
| CAS number | [937-14-4] |
| Properties | |
| Density and phase | ? g/cm3, ? |
| Solubility in water | ? g/100 ml (? °C) |
| Melting point | 92-94 °C (? K) dec. |
| Boiling point | ? °C (? K) |
| Acidity (pKa) | 7.57 |
| Hazards | |
| MSDS | External MSDS |
| Main hazards | corrosive irritant |
| NFPA 704 | |
| Flash point | ? °C |
| R/S statement | R: 7 22 34 S: 17 26 36/37/39 45 |
| RTECS number | SD9470000 |
| Related compounds | |
| Related peroxy acids | 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 |
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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.
