cumene hydroperoxide
2-phenylpropan-2-yl hydroperoxide
 
Notes:
None found
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      Product(s):
      C2223 Cumene Hydroperoxide (contains ca. 20% Aromatic Hydrocarbon)
       
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CAS Number: 80-15-9Picture of molecule3D/inchi
Other(deleted CASRN): 79568-78-8
ECHA EINECS - REACH Pre-Reg: 201-254-7
FDA UNII: PG7JD54X4I
Nikkaji Web: J2.835E
Beilstein Number: 1908117
MDL: MFCD00002129
XlogP3-AA: 1.70 (est)
Molecular Weight: 152.19304000
Formula: C9 H12 O2
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: indirect food additives: adhesives and components of coatings
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
FDA Mainterm (IAUFC):80-15-9 ; CUMENE HYDROPEROXIDE
FDA Regulation:
FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS
Subpart B--Substances for Use Only as Components of Adhesives
Sec. 175.105 Adhesives.
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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)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Cumene Hydroperoxide 80%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Cumene hydroperoxide technical grade, 80%
TCI AMERICA
For experimental / research use only.
Cumene Hydroperoxide (contains ca. 20% Aromatic Hydrocarbon)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-mouse LD50  270 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 26(12), Pg. 22, 1961.

oral-mouse LDLo  5000 mg/kg
Shell Chemical Company. Unpublished Report. Vol. -, Pg. 3, 1961.

intraperitoneal-rat LD50  95 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS BEHAVIORAL: ATAXIA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.

oral-rat LD50  382 mg/kg
KIDNEY, URETER, AND BLADDER: HEMATURIA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.

Dermal Toxicity:
subcutaneous-mouse LD50 490 mg/kg
LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 26(12), Pg. 22, 1961.

skin-rabbit LDLo 1200 mg/kg
CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP BLOOD: CHANGES IN ERYTHROCYTE (RBC) COUNT
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 8(8), Pg. 12, 1964.

skin-rat LD50 500 mg/kg
KIDNEY, URETER, AND BLADDER: HEMATURIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives of Environmental Health. Vol. 30, Pg. 1, 1975.

subcutaneous-rat LD50 382 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 242, 1986.

Inhalation Toxicity:
inhalation-mouse LC50 200 ppm/4H
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.

inhalation-rat LC50 220 ppm/4H
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
American Industrial Hygiene Association Journal. Vol. 19, Pg. 205, 1958.

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Safety in Use Information:
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.
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Safety References:
EPI System: View
NIOSH International Chemical Safety Cards: search
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA GENetic TOXicology: Search
EPA Substance Registry Services (TSCA): 80-15-9
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 6629
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-hydroperoxypropan-2-ylbenzene
Chemidplus: 0000080159
EPA/NOAA CAMEO: hazardous materials
RTECS: 80-15-9
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References:
 2-hydroperoxypropan-2-ylbenzene
NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 80-15-9
Pubchem (cid): 6629
Pubchem (sid): 134971993
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
FDA Indirect Additives used in Food Contact Substances:View
CHEBI: View
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB34029
Export Tariff Code: 2909.60.2000
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•77-85%, the balance being cumene hydrocarbon. •cumene hydroperoxide, 80-95%; cumene, 9.6-16.8%; dimethyl phenyl carbinol, 2.9-4.6%; and acetophenone, 0.3-0.8%. •hyperiz •percumyl h •trigonox k 80 •an aqueous solution containing 78-84% peroxide
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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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
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Articles:
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.
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