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273031

Sigma-Aldrich

3-Chloroperbenzoic acid

≤77%

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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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.[1][2]

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.[3] It has also been used in the preparation of mono- and di-epoxy-functionalized poly(3-hydroxybutyrate)-based reactive polymers.[4] MCPBA is also an effective oxidizing agent for conversion of α-amide substituted polyesters to their corresponding polysulfones with tunable thermal properties.[5]
Effective oxidant for epoxidizing di-, tri-, and tetra-substituted olefins.

Packaging

25, 100, 500 g in poly bottle
1 kg in poly bottle
10 kg in poly drum

Other Notes

remainder 3-chlorobenzoic acid and water

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Classifications

Eye Irrit. 2 - Org. Perox. D - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

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

Certificate of Analysis

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Certificate of Origin

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