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247502 Aldrich

Cumene hydroperoxide

technical grade, 80%

Synonym: α,α-Dimethylbenzyl hydroperoxide

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Properties

Related Categories Biochemicals and Reagents, Chemical Synthesis, Enzyme Substrates, Enzymes, Inhibitors, and Substrates, Free Radical Initiators,
grade   technical grade
vapor density   5.4 (vs air)
vapor pressure   <0.03 mmHg ( 20 °C)
assay   80%
refractive index   n20/D 1.5210
bp   100-101 °C/8 mmHg(lit.)
density   1.03 g/mL at 25 °C

Description

Packaging

5, 100, 500 g in poly bottle

Application

Epoxidation reagent for allylic alcohols1 and fatty acid esters,2 as an initiator for radical polymerization.3

Protocols & Applications

Asymmetric Epoxidation of Allylic Alcohols

Asymmetric Epoxidation of Homoallylic Alcohols

Asymmetric Ketone Hydrogenation

Asymmetric Transfer Hydrogenation

Price and Availability

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Safety & Documentation

Safety Information

Signal word 
Danger
Hazard Codes (Europe) 
Risk Statements (Europe) 
Safety Statements (Europe) 
3/7-14-26-36/37/39-45-61-62
RIDADR 
UN 3109A3 8(5.2) / PGII
WGK Germany 
3
RTECS 
MX2450000
Flash Point(F) 
174.2 °F
Flash Point(C) 
79 °C

Protocols & Articles

Peer-Reviewed Papers

References

Set your institution to view full text papers.

1. J. Org. Chem. 57, 6329, (1992)

2. Fett Wiss. Technol. 95, 236, (1993)

3. Probing actin incorporation into myofibrils using Asp11 and His73 actin mutants. Polymer J. Tokyo 26, 587, (1994)

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Protective effect of photodegradation product of nifedipine against tumor necrosis factor alpha-induced oxidative stress in human glomerular endothelial cells. Fukuhara Y, Tsuchiya K, Horinouchi Y, et al. J. Med. Invest. 58(1-2), 118-26, (2011)

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Reactivity of copper(II)-alkylperoxo complexes. Tano T, Ertem MZ, Yamaguchi S, et al. Dalton Trans. 40(40), 10326-36, (2011)

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Calorimetric studies and lessons on fires and explosions of a chemical plant producing CHP and DCPO. Hsu JM, Su MS, Huang CY, et al. J. Hazard. Mater. 217-218, 19-28, (2012)

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Cloning of a novel glutathione S-transferase 3 (GST3) gene and expressionanalysis in pearl oyster, Pinctada martensii. Chen J, Xiao S, Deng Y, et al. Fish Shellfish Immunol. 31(6), 823-30, (2011)

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A study of the relative importance of the peroxiredoxin-, catalase-, and glutathione-dependent systems in neural peroxide metabolism. Mitozo PA, de Souza LF, Loch-Neckel G, et al. Free Radic. Biol. Med. 51(1), 69-77, (2011)

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Mouse strain and quality control testing: improved sensitivity of the mouse embryo assay with embryos from outbred mice. Khan Z, Wolff HS, Fredrickson JR, et al. Fertil. Steril. 99(3), 847-854.e2, (2013)

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Laser-induced oxidation of cholesterol observed during MALDI-TOF mass spectrometry. McAvey KM, Guan B, Fortier CA, et al. J. Am. Soc. Mass Spectrom. 22(4), 659-69, (2011)

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In vitro and in vivo protection by melatonin against the decline of elongation factor-2 caused by lipid peroxidation: preservation of protein synthesis. Argüelles S, Muñoz MF, Cano M, et al. J. Pineal Res. 53(1), 1-10, (2012)

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Oxidative stress induces distinct physiological responses in the two Trebouxia phycobionts of the lichen Ramalina farinacea. del Hoyo A, Alvarez R, del Campo EM, et al. Ann. Bot. 107(1), 109-18, (2011)

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Spectroscopic and computational characterization of CuII-OOR (R = H or cumyl) complexes bearing a Me6-tren ligand. Choi YJ, Cho KB, Kubo M, et al. Dalton Trans. 40(10), 2234-41, (2011)

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Effect of aging and oxidative stress on elongation factor-2 in hypothalamus and hypophysis. Argüelles S, Cano M, Machado A, et al. Mech. Ageing Dev. 132(1-2), 55-64, (2011)

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A new dominant peroxiredoxin allele identified by whole-genome re-sequencing of random mutagenized yeast causes oxidant-resistance and premature aging. Timmermann B, Jarolim S, Russmayer H, et al. Aging (Albany. NY.) 2(8), 475-86, (2010)

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Impact of polyphenol metabolites produced by colonic microbiota on expression of COX-2 and GSTT2 in human colon cells (LT97). Miene C, Weise A, and Glei M Nutr. Cancer 63(4), 653-62, (2011)

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Effect of hydroperoxides on red blood cell membrane mechanical properties. Hale JP, Winlove CP, and Petrov PG Biophys. J. 101(8), 1921-9, (2011)

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Vent sizing: analysis of the blowdown of a hybrid non tempered system. Véchot L, Minko W, Bigot JP, et al. J. Hazard. Mater. 191(1-3), 8-18, (2011)

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Comparison of the effects of cumene hydroperoxide and hydrogen peroxide on Retzius nerve cells of the leech Haemopis sanguisuga. Jovanovic Z and Jovanovic S Exp. Anim. 62(1), 9-17, (2013)

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The antioxidant behaviour of melatonin and structural analogues during lipid peroxidation depends not only on their functional groups but also on the assay system. Fagali N and Catalá A Biochem. Biophys. Res. Commun. 423(4), 873-7, (2012)

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The effect of oxidative stress on the membrane dipole potential of human red blood cells. Jewell SA, Petrov PG, and Winlove CP Biochim. Biophys. Acta 1828(4), 1250-8, (2013)

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Lasting effect of preceding culture conditions on the susceptibility of C6 cells to peroxide-induced oxidative stress. Brenner S, Gülden M, Maser E, et al. Toxicol. In Vitro 24(8), 2090-6, (2010)

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Toxicity induced by cumene hydroperoxide in PC12 cells: protective role of thiol donors. Vimard F, Saucet M, Nicole O, et al. J. Biochem. Mol. Toxicol. 25(4), 205-15, (2011)

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Revisiting the free radical theory using next-generation sequencing technology. Burhans WC and Weinberger M Aging (Albany. NY.) 2(8), 459-60, (2010)

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Phenotypic and physiological changes in Acinetobacter sp. strain DR1 with exogenous plasmid. Park J and Park W Curr. Microbiol. 62(1), 249-54, (2011)

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Radioresistant Sf9 insect cells display moderate resistance against cumene hydroperoxide. Kumar JS, Suman S, Singh V, et al. Mol. Cell Biochem. 367(1-2), 141-51, (2012)

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Toxicity induced by cumene hydroperoxide in leech Retzius nerve cells: the protective role of glutathione. Jovanovic Z and Jovanovic S Folia Biol. (Krakow.) 61(1-2), 93-100, (2013)

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Glutathione peroxidase activity in selenium-deficient rat liver. 1976. Lawrence RA and Burk RF Biochem. Biophys. Res. Commun. 425(3), 503-9, (2012)

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Beil. 6,IV,3221

Corp MSDS 1 (1), 930:B / FT-IR 2 (2), 1916:A / FT-IR 1 (1), 1123:A / FT-NMR 1 (2), 329:C / NMR-Reference 2 (1), 928:B / RegBook 1 (1), 1315:K / Sax 6, 1656 / Structure Index 1, 201:B:4

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