3071-32-7

Basic information

• Product Name: 1-phenylethyl hydroperoxide
• Synonyms: 1-phenylethyl hydroperoxide;ethylbenzene hydroperoxide;(1-Hydroperoxyethyl)benzene;α-Methylbenzyl hydroperoxide;Einecs 221-341-3;Hydroperoxide, 1-phenylethyl
• CAS NO: 3071-32-7
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.1638
• EINECS: 221-341-3
• Mol File: 3071-32-7.mol
• Article Data: 83

Chemical Properties

• Boiling Point: 213.57°C (rough estimate)
• Flash Point: 104.7°C
• Appearance: /
• Density: 1.0742 (rough estimate)
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.5266 (estimate)
• PKA: 11.38±0.10(Predicted)
• CAS DataBase Reference: 1-phenylethyl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenylethyl hydroperoxide(3071-32-7)
• EPA Substance Registry System: 1-phenylethyl hydroperoxide(3071-32-7)

Safety Data

• RIDADR: 3109
• HazardClass: 5.2
• PackingGroup: II
• Hazardous Substances Data: 3071-32-7(Hazardous Substances Data)

Usage

Uses

Ethylbenzene hydroperoxide (EBHP) formed is obtained by oxidizing ethylbenzene with air in liquid-phase or from sunlight irradiation of ethylbenzene and used in the chemical industry as catalyst for the epoxidation of 1-octene .

InChI:InChI=1/C8H10O2/c1-7(10-9)8-5-3-2-4-6-8/h2-7,9H,1H3

Upstream product

• 100-41-4 ethylbenzene 
• 20819-55-0 ethylbenzene peroxide radical 
• 80-15-9 Cumene hydroperoxide 
• 75-91-2 tert.-butylhydroperoxide 
• 98-85-1 1-Phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 585-71-7 (1-bromoethyl)benzne 
• 96-09-3 styrene oxide 
• 5661-68-7 1,1'-diphenylazoethane 
• 100-42-5 styrene 
• 3299-05-6 1-ethoxy-1-phenylethane 

Downstream Products

• 21243-93-6 ((S)-1-phenyl-ethyl)-xanthen-9-yl peroxide 
• 21243-93-6 (+/-)-(1-phenyl-ethyl)-xanthen-9-yl peroxide 
• 103158-45-8 1-phenylethyl triphenylmethyl peroxide 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 1193-82-4 (S)-methylphenylsulfoxide 
• 4850-71-9 (R)-methyl phenyl sulfoxide 
• 3517-99-5 (S)-p-methoxyphenyl methyl sulfoxide 
• 3517-99-5 (R)-4-methoxyphenyl methyl sulfoxide 
• 98-86-2 acetophenone 
• 98-85-1 1-Phenylethanol 
• 3071-32-7 (S)-(-)-(1-phenyl)ethylhydroperoxide 
• 78833-98-4 (R)-(1-phenyl)ethyl hydroperoxide 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Temperature effect on the rate of formation of free radicals in CTAB-catalyzed decomposition of hydroperoxides

The temperature effect on the rate of the decomposition of hydroperoxides and the rate of the formation of free radicals in the oxidation of ethylbenzene with molecular oxygen in the presence of α-phenylethyl hydroperoxide-cetyltrimethylammonium bromide (CTAB) as a catalytic system for free radical generation was studied by kinetic methods (from the oxygen consumption and hydroperoxide decomposition rates) and the inhibition method involving different acceptors of free radicals.

Photooxidation of ethylbenzene with TiO2 and metal coated TiO2 and its kinetics

Photooxidation of ethylbenzene with oxygen to give ethylbenzene hydroperoxide has been achieved in a stirred photochemical reactor that was cooled by a water system by irradiation with a 400 W high-pressure mercury lamp and using TiO2 powder and metal coated TiO2. The effects of the amount of copper or silver coated on TiO2 and of the temperature on the rate of oxidation have been investigated. It is suggested that thermal cleavage of the O-O bond and photochemically generated singlet oxygen should be considered as the initiating step in a radical chain mechanism. An optimum loading of 6% Ag or 4-5% Cu was observed for photooxidation of ethylbenzene. Springer-Verlag 2004.

Selective side-chain oxidation of alkyl aromatic compounds catalyzed by cerium modified silver catalysts

Silver supported on silica effectively catalyzes the aerobic side-chain oxidation of alkyl aromatic compounds under solvent-free conditions. Toluene, p-xylene, ethylbenzene and cumene were investigated as model substrates. Typically, the reaction was performed at ambient pressure; only for toluene an elevated pressure was required. Carboxylic acids, such as benzoic acid or p-toluic acid, additionally increased the reaction rate while CeO2 could act both as a promoter and an inhibitor depending on the substrate and the reaction conditions. Silver catalysts were prepared both by standard impregnation and flame spray pyrolysis. Addition of a Ce precursor to the FSP catalyst resulted in significantly smaller silver particles. Ce-doped FSP catalysts in general exhibited a superior catalytic performance with TONs up to 2000 except for cumene oxidation that appeared to proceed mainly by homogeneous catalysis. In addition, flame-made catalysts were more stable against silver leaching compared to the impregnated catalysts. The structure of the silver catalysts was studied in detail both by X-ray absorption spectroscopy and transmission electron microscopy suggesting metallic silver to be required for catalytic activity. Catalytic studies point to a radical mechanism which differs depending on the type of substrate.

Inhibition of the oxidation of styrene epoxide by potassium iodide and bromide in an acidic solution

The inhibiting action of potassium iodide and bromide on the oxidation of the binary system of styrene epoxide + p-toluenesulfonic acid and on the hydroperoxide decomposition in the presence of the binary system was revealed. The inhibition mechanism is complex. During the course of the inhibition, the active form of the inhibitor is regenerated, which interacts, according to the kinetic data, with the transient species formed in the binary mixture.

An Improved Catalytic Performance of Fe(III)-promoted NHPI in the Oxidation of Hydrocarbons to Hydroperoxides

Abstract: N-hydroxyphthalimide (NHPI) is a promising catalyst in aerobic oxidation of hydrocarbons to corresponding hydroperoxides. We have found that a trace amount of Fe(benz)3 or Fe(acac)3 (in concentration of less than 10?1 mmol/l and with the ratio of Fe(III): NHPI = 1:500) considerably accelerates the oxidation of cyclohexene and ethylbenzene, while retaining the selectivity to hydroperoxides at a level of 90%. As a consequence, the reaction temperature could be lowered down to 50–60?°C. The promoting effect of the additives was attributed to the ability of Fe(III) complexes to generate phthalimido-N-oxyl radicals (PINO) without participation in any transformations of hydrocarbon intermediates and hydroperoxides, thus ensuring selective formation and stability of the hydroperoxides.

New Understanding of Selective Aerobic Oxidation of Ethylbenzene Catalyzed by Nitrogen-doped Carbon Nanotubes

Selective aerobic oxidation of hydrocarbons undergoes a free-radical chain reaction to yield corresponding value-added products is the significant process in the chemical industry. Nanocarbons with heteroatoms doping as free-metal catalysts have been prov

Room Temperature Aerobic Peroxidation of Organic Substrates Catalyzed by Cobalt(III) Alkylperoxo Complexes

Room temperature aerobic oxidation of hydrocarbons is highly desirable and remains a great challenge. Here we report a series of highly electrophilic cobalt(III) alkylperoxo complexes, CoIII(qpy)OOR supported by a planar tetradentate quaterpyridine ligand that can directly abstract H atoms from hydrocarbons (R′H) at ambient conditions (CoIII(qpy)OOR + R′H → CoII(qpy) + R′?+ ROOH). The resulting alkyl radical (R′?) reacts rapidly with O2to form alkylperoxy radical (R′OO?), which is efficiently scavenged by CoII(qpy) to give CoIII(qpy)OOR′ (CoII(qpy) + R′OO?→ CoIII(qpy)OOR′). This unique reactivity enables CoIII(qpy)OOR to function as efficient catalysts for aerobic peroxidation of hydrocarbons (R′H + O2→ R′OOH) under 1 atm air and at room temperature.