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273031

Sigma-Aldrich

3-Chloroperbenzoic acid

≤77%

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Synonym(s):
meta-Chloroperbenzoic acid, 3-Chloroperoxybenzoic acid, MCPBA
Linear Formula:
ClC6H4CO3H
CAS Number:
Molecular Weight:
172.57
Beilstein:
608317
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≤77%

form

solid

reaction suitability

reagent type: oxidant

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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1 of 4

This Item
116807541281758035
3-Phenylbutyric acid 98%

Sigma-Aldrich

116807

3-Phenylbutyric acid

Methaneseleninic acid 95%

Sigma-Aldrich

541281

Methaneseleninic acid

Jones reagent

Sigma-Aldrich

758035

Jones reagent

form

solid

form

solid

form

-

form

liquid

reaction suitability

reagent type: oxidant

reaction suitability

-

reaction suitability

-

reaction suitability

-

mp

69-71 °C (lit.)

mp

35-38 °C (lit.)

mp

128-132 °C (lit.)

mp

-

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

General description

3-Chloroperbenzoic acid is a strong oxidizing agent mainly used for the epoxidation of alkenes and also in the Baeyer-Villiger oxidation of ketones to esters.

Application

3-Chloroperbenzoic acid has been used in the oxidation of N-p-tolylsulfinyl-(E)-1-phenylethylideneimine to N-p-tolylsulfonyl (E)-1-phenylethylideneimine using dichloromethane as a solvent. It has also been used in the preparation of mono- and di-epoxy-functionalized poly(3-hydroxybutyrate)-based reactive polymers. MCPBA is also an effective oxidizing agent for conversion of α-amide substituted polyesters to their corresponding polysulfones with tunable thermal properties.
Effective oxidant for epoxidizing di-, tri-, and tetra-substituted olefins.

Other Notes

remainder 3-chlorobenzoic acid and water

Signal Word

Danger

Hazard Statements

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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Chiral Mn (III) salen complexes covalently bonded on modified MCM-41 and SBA-15 as efficient catalysts for enantioselective epoxidation of nonfunctionalized alkenes.
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Articles

Baeyer-Villiger Oxidation Reaction

The Baeyer-Villiger oxidation is the oxidative cleavage of a carbon-carbon bond adjacent to a carbonyl, which converts the ketones to esters and the cyclic ketones to lactones.

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