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25800

Sigma-Aldrich

3-Chloroperbenzoic acid

technical, ~70% (RT)

Synonym(s):

3-Chloroperoxybenzoic acid, MCPBA

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About This Item

Linear Formula:
ClC6H4CO3H
CAS Number:
937-14-4
Molecular Weight:
172.57
Beilstein/REAXYS Number:
608317
MDL number:
MFCD00002127
UNSPSC Code:
12352000
PubChem Substance ID:
24855622

grade

technical

assay

~70% (RT)

reaction suitability

reagent type: oxidant

impurities

~10% 3-chlorobenzoic acid
~20% water

mp

69-71 °C (lit.)

storage temp.

2-8°C

SMILES string

OOC(=O)c1cccc(Cl)c1

InChI

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

InChI key

NHQDETIJWKXCTC-UHFFFAOYSA-N

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Other Notes

Reagent for the epoxidation of olefins

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Org. Perox. D - Skin Corr. 1C - Skin Sens. 1

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
1435998
1429011
1413149
1344924
1328549

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G.M. Rubottom et al.
Organic Syntheses, 7, 282-282 (1990)
Shin Kamijo et al.
Organic letters, 12(18), 4195-4197 (2010-08-26)
The direct oxidation of ether sp(3) C-H bonds using the new reagent system mCPBA/CCl(3)CN/MeCN has been developed. CCl(3)CN in MeCN drastically alters the reactivity of m-chloroperbenzoic acid (mCPBA), and chemoselective transformation of methyl ethers to ketones was realized under mild
Evelyn B Rodriguez et al.
Journal of food science, 74(9), C674-C682 (2010-05-25)
To gain a better understanding of the reactions and the underlying mechanisms of the oxidative degradation of lycopene, the products formed by epoxidation with m-chloroperbenzoic acid (MCPBA), oxidative cleavage with KMnO(4), and autoxidation in low-moisture and aqueous model systems, under
Evgeny V Kudrik et al.
Nature chemistry, 4(12), 1024-1029 (2012-11-24)
High-valent oxo-metal complexes are involved in key biochemical processes of selective oxidation and removal of xenobiotics. The catalytic properties of cytochrome P-450 and soluble methane monooxygenase enzymes are associated with oxo species on mononuclear iron haem and diiron non-haem platforms
Which oxidant is really responsible for P450 model oxygenation reactions? A kinetic approach.
Alicja Franke et al.
Angewandte Chemie (International ed. in English), 47(28), 5238-5242 (2008-06-04)
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