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Key Documents

Safety Information

273031

Sigma-Aldrich

3-Chloroperbenzoic acid

≤77%

Synonym(s):

meta-Chloroperbenzoic acid, 3-Chloroperoxybenzoic acid, MCPBA

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25 G
CN¥358.37
100 G
CN¥940.88
500 G
CN¥1,649.54
1 KG
CN¥3,134.11

CN¥358.37


Available to ship onApril 16, 2025Details


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25 G
CN¥358.37
100 G
CN¥940.88
500 G
CN¥1,649.54
1 KG
CN¥3,134.11

About This Item

Linear Formula:
ClC6H4CO3H
CAS Number:
Molecular Weight:
172.57
Beilstein:
608317
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.22

CN¥358.37


Available to ship onApril 16, 2025Details


Request a Bulk Order

Assay

≤77%

form

solid

reaction suitability

reagent type: oxidant

mp

69-71 °C (lit.)

functional group

chloro
hydroperoxide

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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This Item
116807541281644927
reaction suitability

reagent type: oxidant

reaction suitability

-

reaction suitability

-

reaction suitability

-

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

mp

69-71 °C (lit.)

mp

35-38 °C (lit.)

mp

128-132 °C (lit.)

mp

236-240 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

form

solid

form

solid

form

-

form

solid

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.

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

Regulatory Information

危险化学品

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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
Reactive mono-and di-epoxy-functionalized poly (3-hydroxybutyrate) s. Synthesis and characterization.
Michalak M
Polymer Degradation and Stability, 97(10), 1861-1870 (2012)
Rearrangements of organic peroxides and related processes.
Yaremenko I
Beilstein Journal of Organic Chemistry, 12, 1647-1647 (2016)
Tatyana Spolitak et al.
Archives of biochemistry and biophysics, 493(2), 184-191 (2009-11-03)
Our previous rapid-scanning stopped-flow studies of the reaction of substrate-free cytochrome P450cam with peracids [T. Spolitak, J.H. Dawson, D.P. Ballou, J. Biol. Chem. 280 (2005) 20300-20309; J. Inorg. Biochem. 100 (2006) 2034-2044; J. Biol. Inorg. Chem. 13 (2008) 599-611] spectrally
Ting-Hao Kuo et al.
Analytical chemistry, 91(18), 11905-11915 (2019-08-14)
Cellular lipidome is highly regulated through lipogenesis, rendering diverse double-bond positional isomers (C═C isomer) of a given unsaturated lipid species. In recent years, there are increasing reports indicating the physiological roles of C═C isomer compositions associated with diseases, while the

Articles

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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