Skip to Content
Merck
All Photos(5)

Key Documents

View All Documentation

273031

Sigma-Aldrich

3-Chloroperbenzoic acid

≤77%

Synonym(s):

meta-Chloroperbenzoic acid, 3-Chloroperoxybenzoic acid, MCPBA

Sign Into View Organizational & Contract Pricing
All Photos(5)

About This Item

Linear Formula:
ClC6H4CO3H
CAS Number:
937-14-4
Molecular Weight:
172.57
Beilstein:
608317
MDL number:
MFCD00002127
UNSPSC Code:
12352302
PubChem Substance ID:
24856527
NACRES:
NA.22

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000396483
0000396482
0000396482
0000396483
0000260741

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Reactive mono-and di-epoxy-functionalized poly (3-hydroxybutyrate) s. Synthesis and characterization.
Michalak M
Polymer Degradation and Stability, 97(10), 1861-1870 (2012)
Lorenzo Gualandi et al.
Physical chemistry chemical physics : PCCP, 21(7), 3558-3563 (2018-09-20)
The synthesis of novel dibenzo-24-crown ether substituted nitroxides and their use as spin probes for the detection of cation guests by EPR are reported. Formation of a host-guest complex between the proposed spin probes and several cations, both organic and
Rearrangements of organic peroxides and related processes.
Yaremenko I
Beilstein Journal of Organic Chemistry, 12, 1647-1647 (2016)
Preparation of N?p?Tolylsulfonyl?(E)?1?Phenylethylideneimine.
Ruano J
Organic Syntheses, 129-138 (2007)
Passerini addition polymerization of an AB-type monomer?a convenient route to versatile polyesters.
Sehlinger A
European Polymer Journal, 50, 150-157 (2014)
View All Related Papers

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.

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.

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.

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service