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Cumene hydroperoxide (CAS 80-15-9)

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Alternate Names:
α,α-Dimethylbenzyl hydroperoxide
Application:
Cumene hydroperoxide is an initiator for radical polymerization
CAS Number:
80-15-9
Molecular Weight:
152.19
Molecular Formula:
C9H12O2
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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Cumene hydroperoxide is a compound that plays a significant role in organic chemistry, particularly in the area of radical chemistry and as an initiator for various polymerization reactions. It is widely used in research to study the mechanisms of free radical reactions, due to its ability to decompose into radicals under certain conditions. Cumene hydroperoxide′s role as an intermediate in the synthesis of phenol and acetone through the cumene process is also a subject of investigation, as researchers seek to optimize this industrially important reaction. In addition, the compound is used to generate other peroxide compounds and as an oxidizing agent in the oxidation of sulfides to sulfoxides. The stability and safe handling of cumene hydroperoxide are also topics of research, with studies aimed at understanding its decomposition pathways and the factors that influence its reactivity.


Cumene hydroperoxide (CAS 80-15-9) References

  1. Cumene hydroperoxide induced changes in calcium homeostasis in cultured neonatal rat heart cells.  |  Persoon-Rothert, M., et al. 1992. Cardiovasc Res. 26: 706-12. PMID: 1423436
  2. Prevention of cumene hydroperoxide induced oxidative stress in cultured neonatal rat myocytes by scavengers and enzyme inhibitors.  |  Persoon-Rothert, M., et al. 1990. J Mol Cell Cardiol. 22: 1147-55. PMID: 2095437
  3. Cumene hydroperoxide, an agent inducing lipid peroxidation, and 4-hydroxy-2,3-nonenal, a peroxidation product, cause coronary vasodilatation in perfused rat hearts by a cyclic nucleotide independent mechanism.  |  van der Kraaij, AM., et al. 1990. Cardiovasc Res. 24: 144-50. PMID: 2158401
  4. Generation of free radicals from organic hydroperoxide tumor promoters in isolated mouse keratinocytes. Formation of alkyl and alkoxyl radicals from tert-butyl hydroperoxide and cumene hydroperoxide.  |  Taffe, BG., et al. 1987. J Biol Chem. 262: 12143-9. PMID: 2442158
  5. Dermal Exposure to Cumene Hydroperoxide: Assessing Its Toxic Relevance and Oxidant Potential.  |  Rider, CV., et al. 2016. Toxicol Pathol. 44: 749-62. PMID: 26985019
  6. Cumene hydroperoxide induced changes in oxidation-reduction potential in fresh and frozen seminal ejaculates.  |  Agarwal, A., et al. 2018. Andrologia. 50: PMID: 28294377
  7. A comparative proteomic analysis of Candida species in response to the oxidizing agent cumene hydroperoxide.  |  Vázquez-Fernández, P., et al. 2021. Arch Microbiol. 203: 2219-2228. PMID: 33630118
  8. The mechanism of cumene hydroperoxide-dependent lipid peroxidation: the significance of oxygen uptake.  |  Weiss, RH. and Estabrook, RW. 1986. Arch Biochem Biophys. 251: 336-47. PMID: 3789738
  9. Cumene hydroperoxide-mediated lipid peroxidation in rat alveolar macrophages following induction of phospholipidosis with chlorphentermine.  |  Reasor, MJ. 1980. Toxicology. 18: 159-68. PMID: 7256780
  10. Cumene hydroperoxide-mediated inactivation of cytochrome P450 2B1. Identification of an active site heme-modified peptide.  |  Yao, K., et al. 1993. J Biol Chem. 268: 59-65. PMID: 8416964
  11. Initiation Step Of Radical Polymerization Of Styrene In Various Non-Aromatic Solvents  |  Tohei Yamamoto, et al. 1994. Polymer Journal. 26: 587–592.
  12. Asymmetric Epoxidation Of Allylic Alcohols Catalyzed By Titanium Alkoxide-Peptide And -.Alpha.-Amino Acid Complexes Anchored By Phenolic Schiff Base.  |  Yuki Iseki, et al. 6329. The Journal Of Organic Chemistry. 57: 23.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Cumene hydroperoxide, 5 g

sc-214781
5 g
$41.00

Cumene hydroperoxide, 100 g

sc-214781A
100 g
$57.00