cumene hydroperoxide
2-phenylpropan-2-yl hydroperoxide
Identification
| Name | cumene hydroperoxide |
| CAS Number | 80-15-9 |
| EINECS | 201-254-7 |
| FDA UNII | PG7JD54X4I |
| Molecular Formula | C9 H12 O2 |
| Molecular Weight | 152.19304000 |
| MDL Number | MFCD00002129 |
| Nikkaji Number | J2.835E |
| Beilstein | 1908117 |
Regulatory
| FDA Mainterm (IAUFC) | 80-15-9 ; CUMENE HYDROPEROXIDE |
| FDA Regulation | FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS |
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.03000 @ 25.00 °C. |
| Refractive Index | 1.52100 @ 20.00 °C. |
| Melting Point | -9.00 °C. @ 760.00 mm Hg |
| Boiling Point | 225.00 to 226.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.003270 mmHg @ 25.00 °C. |
| Flash Point | 133.00 °F. TCC ( 56.11 °C. ) |
| logP (o/w) | 2.216 (est) |
| Soluble in | water, 1.39E+04 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | intraperitoneal-mouse LD50 270 mg/kg |
| Dermal Toxicity | subcutaneous-mouse LD50 490 mg/kg |
| Inhalation Toxicity | inhalation-mouse LC50 200 ppm/4H |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | indirect food additives: adhesives and components of coatings |
| Recommendation for cumene hydroperoxide usage levels up to | not for fragrance use. |
| Recommendation for cumene hydroperoxide flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
cumolhydroperoxide
cumyl hydroperoxide
cumylhydroperoxide
a,a-
dimethylbenzyl hydroperoxide
a,a-
dimethylbenzylhydroperoxide
hydroperoxide, 1-methyl-1-phenylethyl
hydroperoxide, a,a-dimethylbenzyl
hydroperoxide, a,a-dimethylbenzyl-
2-
hydroperoxy-2-phenylpropane
2-
hydroperoxypropan-2-ylbenzene
1-
methyl-1-phenyl ethyl hydroperoxide
1-
methyl-1-phenylethyl hydroperoxide
1-
methyl-1-phenylethylhydroperoxide
2-
phenyl-2-propanyl hydroperoxide
2-
phenyl-2-propyl hydroperoxide
2-
phenylpropan-2-yl hydroperoxide
PubMed:
In vitro/in vivo screening of oxidative homeostasis and damage to DNA, protein, and lipids using UPLC/MS-MS.
PubMed:
Homologous overexpression of alkyl hydroperoxide reductase subunit C (ahpC) protects Bifidobacterium longum strain NCC2705 from oxidative stress.
PubMed:
The importance of Arabidopsis glutathione peroxidase 8 for protecting Arabidopsis plant and E. coli cells against oxidative stress.
PubMed:
Membranar effects exerted in vitro by polyphenols - quercetin, epigallocatechin gallate and curcumin - on HUVEC and Jurkat cells, relevant for diabetes mellitus.
PubMed:
Determination of total plasma hydroperoxides using a diphenyl-1-pyrenylphosphine fluorescent probe.
PubMed:
The role of plasmalogen in the oxidative stability of neutral lipids and phospholipids.
PubMed:
A search for hepatoprotective activity of aqueous extract of Rhus coriaria L. against oxidative stress cytotoxicity.
PubMed:
GSTT2, a phase II gene induced by apple polyphenols, protects colon epithelial cells against genotoxic damage.
PubMed:
Impact of apple polyphenols on GSTT2 gene expression, subsequent protection of DNA and modulation of proliferation using LT97 human colon adenoma cells.
PubMed:
Efficiency of hemoglobin from rainbow trout, cod, and herring in promotion of hydroperoxide-derived free radicals.
PubMed:
Heme-mediated production of free radicals via preformed lipid hydroperoxide fragmentation.
PubMed:
Synthesis and biological evaluation of novel C(6) modified baicalein derivatives as antioxidative agents.
PubMed:
Amino acid and protein scavenging of radicals generated by iron/hydroperoxide system: an electron spin resonance spin trapping study.
PubMed:
Role of proteins in oil-in-water emulsions on the stability of lipid hydroperoxides.
PubMed:
Biochemical characterisation of the recombinant peroxiredoxin (FhePrx) of the liver fluke, Fasciola hepatica.
PubMed:
SigmaB activation under environmental and energy stress conditions in Listeria monocytogenes.
PubMed:
The HtrA protease of Campylobacter jejuni is required for heat and oxygen tolerance and for optimal interaction with human epithelial cells.
PubMed:
Distribution of betalain pigments in red blood cells after consumption of cactus pear fruits and increased resistance of the cells to ex vivo induced oxidative hemolysis in humans.
PubMed:
RsbT and RsbV contribute to sigmaB-dependent survival under environmental, energy, and intracellular stress conditions in Listeria monocytogenes.
PubMed:
Effects of released iron, lipid peroxides, and ascorbate in trout hemoglobin-mediated lipid oxidation of washed cod muscle.
PubMed:
Oxidative stress response of rat testis to model prooxidants in vitro and its modulation.
PubMed:
Oxidative stress associated DNA damage in testis of mice: induction of abnormal sperms and effects on fertility.
PubMed:
Effect of natural phenolic acids on DNA oxidation in vitro.
PubMed:
Role of sigma(B) in heat, ethanol, acid, and oxidative stress resistance and during carbon starvation in Listeria monocytogenes.
PubMed:
Conjugated triene oxidation products of alpha-farnesene induce symptoms of superficial scald on stored apples.
PubMed:
Ability of surfactant headgroup size to alter lipid and antioxidant oxidation in oil-in-water emulsions.
PubMed:
Iron-accelerated cumene hydroperoxide decomposition in hexadecane and trilaurin emulsions.
PubMed:
Male-mediated dominant lethal mutations in mice following prooxidant treatment.
PubMed:
Toxicity of linoleic acid hydroperoxide to Saccharomyces cerevisiae: involvement of a respiration-related process for maximal sensitivity and adaptive response.
PubMed:
Free radical scavenging and antioxidative properties of 'silibin' complexes on microsomal lipid peroxidation.
PubMed:
Ergosterol oxidation may be considered a signal for fungal growth and aflatoxin production in Aspergillus parasiticus.
PubMed:
Purification of a cytosolic enzyme from human liver with phospholipid hydroperoxide glutathione peroxidase activity.
PubMed:
Glutathione content of the small intestine: regulation and function.
PubMed:
The role of NADPH in the regulation of glucose-6-phosphate and 6-phosphogluconate dehydrogenases in rat adipose tissue.
PubMed:
Damage to protein synthesis concurrent with lipid peroxidation in rat liver slices: effect of halogenated compounds, peroxides, and vitamin E1.
PubMed:
Application of simulation modeling to lipid peroxidation processes.
PubMed:
Peroxides, genes and cancer.