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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:
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

Signal Word

Danger

Hazard Statements

H242,H314,H317,H410

Hazard Classifications

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

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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G.M. Rubottom et al.
Organic Syntheses, 7, 282-282 (1990)
Atul P Singh et al.
Chemical communications (Cambridge, England), 48(58), 7298-7300 (2012-06-16)
Bis-arylsulfide BODIPY systems were prepared and studied for multiple O-atom sensing (at 522 nm); 2- and 3-atom loading was optimal (50-fold, "turn on"). Neuronal studies showed greater H(2)O(2) sensitivity than 2',7'-dichlorofluorescein diacetate. The novel 1,3,6-trimethyl BODIPY formed as a biproduct
Pei H Cui et al.
Chemistry and physics of lipids, 152(2), 65-70 (2008-03-15)
Methyl esters of C18 polyunsaturated fatty acids, including gamma-linolenic acid, alpha-linolenic acid and stearidonic acid, were epoxidised using m-chloroperbenzoic acid. Nine monoepoxides were obtained by normal-phase HPLC, identified using LC-MS and NMR, and characterized by NMR spectroscopy and mass spectrometry.
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
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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