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3-Chloroperbenzoic acid (CAS 937-14-4)

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Alternate Names:
3-Chloroperoxybenzoic acid; MCPBA
Application:
3-Chloroperbenzoic acid is a reagent for the epoxidation of olefins
CAS Number:
937-14-4
Molecular Weight:
172.57
Molecular Formula:
C7H5ClO3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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3-Chloroperoxybenzoic acid is a versatile compound widely employed in scientific research for its applications in organic synthesis, polymer synthesis, and biochemistry. Within organic synthesis, it serves as a valuable reagent for synthesizing polymers like polyhydroxyalkanoates and polyesters. In the realm of biochemistry, researchers utilize 3-Chloroperoxybenzoic acid to investigate the mechanisms of enzymes like cytochrome P450 and glutathione S-transferase. This compound acts as a pro-oxidant, facilitating reactions with various molecules to generate reactive oxygen species (ROS). These ROS play roles in vital biological processes, including cell signaling, gene expression, and metabolic pathways. Furthermore, studies have revealed that 3-Chloroperoxybenzoic acid can impede the activity of specific enzymes such as cytochrome P450.


3-Chloroperbenzoic acid (CAS 937-14-4) References

  1. Monoepoxy octadecadienoates and monoepoxy octadecatrienoates 2: mass spectral characterization.  |  Cui, PH., et al. 2008. Chem Phys Lipids. 152: 65-70. PMID: 18339313
  2. [Determination of 3,3'-dichlorodibenzoyl peroxide impurity in 3-chloroperbenzoic acid].  |  Rényei, M. and Görög, S. 1991. Acta Pharm Hung. 61: 105-8. PMID: 1887799
  3. Iminohydantoin lesion induced in DNA by peracids and other epoxidizing oxidants.  |  Ye, W., et al. 2009. J Am Chem Soc. 131: 6114-23. PMID: 19354244
  4. Cytochrome P450 compound I: capture, characterization, and C-H bond activation kinetics.  |  Rittle, J. and Green, MT. 2010. Science. 330: 933-7. PMID: 21071661
  5. Oxidation of quinolones with peracids (an in situ EPR study).  |  Staško, A., et al. 2014. Magn Reson Chem. 52: 22-6. PMID: 24194257
  6. Metal-free α-hydroxylation of α-unsubstituted β-oxoesters and β-oxoamides.  |  Asahara, H. and Nishiwaki, N. 2014. J Org Chem. 79: 11735-9. PMID: 25380234
  7. Catalytic Asymmetric Diamination of Styrenes.  |  Muñiz, K., et al. 2017. J Am Chem Soc. 139: 4354-4357. PMID: 28277652
  8. m-Chloroperbenzoic acid-oxchromium (VI)-mediated cleavage of 2,4,5-trisubstituted oxazoles.  |  Patil, PC. and Luzzio, FA. 2017. Tetrahedron Lett. 58: 1280-1282. PMID: 28970642
  9. A Practical Aryliodine(I/III) Catalysis for the Vicinal Diamination of Styrenes.  |  Cots, E., et al. 2019. ChemSusChem. 12: 3028-3031. PMID: 30803150
  10. Zinc complexes supported by pyridine-N-oxide ligands: synthesis, structures and catalytic Michael addition reactions.  |  Mo, XF., et al. 2020. Dalton Trans. 49: 12365-12371. PMID: 32845253
  11. Crystallographic evidence for unintended benzisothiazolinone 1-oxide formation from benzothiazinones through oxidation.  |  Eckhardt, T., et al. 2020. Acta Crystallogr C Struct Chem. 76: 907-913. PMID: 32887862
  12. Oxidative derivatization of V-type nerve agents as a tool for their structural elucidation by liquid chromatography/tandem mass spectrometry.  |  Shamai Yamin, T., et al. 2022. Rapid Commun Mass Spectrom. 36: e9216. PMID: 34723419
  13. Synthesis and Characterization of Dihydrouracil Analogs Utilizing Biginelli Hybrids.  |  Bukhari, SNA., et al. 2022. Molecules. 27: PMID: 35566289
  14. Chemical and enzymatic oxidation of benzimidazoline-2-thiones: a dichotomy in the mechanism of peroxidase inhibition.  |  Doerge, DR., et al. 1993. Biochemistry. 32: 58-65. PMID: 8418860

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

3-Chloroperbenzoic acid, 25 g

sc-251997
25 g
$53.00

3-Chloroperbenzoic acid, 100 g

sc-251997A
100 g
$114.00

3-Chloroperbenzoic acid, 500 g

sc-251997B
500 g
$433.00

3-Chloroperbenzoic acid, 1 kg

sc-251997C
1 kg
$775.00