7523-31-1

Basic information

• Product Name: 4-methylbenzyl hydroperoxide
• Synonyms: 4-methylbenzyl hydroperoxide
• CAS NO: 7523-31-1
• Molecular Formula: C₈H₁₀O₂
• Molecular Weight: 138.16
• Mol File: 7523-31-1.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 270.4°C at 760 mmHg
• Flash Point: 117.3°C
• Appearance: /
• Density: 1.097g/cm³
• Vapor Pressure: 0.00338mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 4-methylbenzyl hydroperoxide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylbenzyl hydroperoxide(7523-31-1)
• EPA Substance Registry System: 4-methylbenzyl hydroperoxide(7523-31-1)

Safety Data

• Hazardous Substances Data: 7523-31-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H10O2/c1-7-2-4-8(5-3-7)6-10-9/h2-5,9H,6H2,1H3

Upstream product

• 110-05-4 di-tert-butyl peroxide 
• 106-42-3 para-xylene 
• 104-82-5 4-Methylbenzyl chloride 
• 7664-93-9 sulfuric acid 
• 80-15-9 Cumene hydroperoxide 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 589-18-4 4-Methylbenzyl alcohol 
• 104-87-0 4-methyl-benzaldehyde 
• 106-44-5 p-cresol 
• 50-00-0 formaldehyd 

Relevant articles and documents

Selective Solvent-Free and Additive-Free Oxidation of Primary Benzylic C–H Bonds with O2 Catalyzed by the Combination of Metalloporphyrin with N-Hydroxyphthalimide

Abstract: A protocol for solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts to overcome the deficiencies encountered in current oxidation systems. The effects of reaction temperature, porphyrin structure, central metal, catalyst loading and O2 pressure were investigated systematically. For the optimized combination of T(2-OCH3)PPCo and NHPI, all the primary benzylic C–H bonds could be functionalized efficiently and selectively at 120 °C and 1.0?MPa O2 with aromatic acids as the primary products. The selectivity towards aromatic acids could reach up to 70–95% in the conversion of more than 30% for most of the substrates possessing primary benzylic C–H bonds in the metalloporphyrin loading of 0.012% (mol/mol). And the superior performance of T(2-OCH3)PPCo among the metalloporphyrins investigated was mainly attributed to its high efficiency in charge transfer and fewer positive charges around central metal Co (II) which favored the adduction of O2 to cobalt (II) forming the high-valence metal-oxo complex followed by the production of phthalimide N-oxyl radical (PINO) and the initiation of the catalytic oxidation cycle. This work would provide not only an efficient protocol in utilization of hydrocarbons containing primary benzylic C–H bonds, but also a significant reference in the construction of more efficient C–H bonds oxidation systems. Graphic Abstract: The solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts, and the highest selectivity towards aromatic acid reached up to 95.1% with the conversion of 88.5% in the optimized combination of T(2-OCH3)PPCo and NHPI.[Figure not available: see fulltext.].

Benzylic oxidation and photooxidation by air in the presence of graphite and cyclohexene

Graphite is introduced as a convenient catalyst for cyclohexene-promoted photooxidation of p-xylene, ethylbenzene, and cumene by air. Availability of the reagent (air), lack of chemical waste, low toxicity, and reusability of the catalyst make the process a good green alternative of oxidation of these industrially important hydrocarbons.

Chemiluminescence accompanying the decomposition of 4a-flavin alkyl peroxide. Model studies of bacterial luciferase.

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