3077-71-2

Basic information

• Product Name: 8-Hydroperoxy-p-cymene
• Synonyms: 1-(p-Tolyl)-1-methylethyl hydroperoxide;1-Methyl-1-(4-methylphenyl)ethyl hydroperoxide;8-Hydroperoxy-p-cymene;8-Hydroperoxy-p-mentha-1,3,5-triene;p-Cymenehydroperoxide
• CAS NO: 3077-71-2
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol File: 3077-71-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8-Hydroperoxy-p-cymene(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Hydroperoxy-p-cymene(3077-71-2)
• EPA Substance Registry System: 8-Hydroperoxy-p-cymene(3077-71-2)

Safety Data

• Hazardous Substances Data: 3077-71-2(Hazardous Substances Data)

Upstream product

• 99-87-6 4-methylisopropylbenzene 
• 81719-66-6 p-1,5,4⁽⁸⁾-menthatriene 
• 80-15-9 Cumene hydroperoxide 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 1197-01-9 p-cymene-8-ol 
• 5699-45-6 4-isopropyl-benzyl hydroperoxide 

Downstream Products

• 106-44-5 p-cresol 
• 1195-32-0 1-methyl-4-isopropenylbenzene 
• 1197-01-9 p-cymene-8-ol 
• 104-87-0 4-methyl-benzaldehyde 
• 122-00-9 para-methylacetophenone 
• 99-94-5 p-Toluic acid 
• 7664-82-6 bis-(1-methyl-1-p-tolyl-ethyl)-peroxide 
• 5699-45-6 4-isopropyl-benzyl hydroperoxide 
• 99-87-6 4-methylisopropylbenzene 

Relevant articles and documents

The role of N-hydroxyphthalimide in the reaction mechanism of liquid-phase oxidation of p-cymene

The reaction of the liquid-phase oxidation of p-cymene to hydroperoxide with a selectivity of up to 95% at a hydrocarbon conversion of 25-30% has been studied at a reaction temperature of 80-120 C in the presence of N-hydroxyphthalimide as the catalyst. The catalytic role of N-hydroxyphthalimide has been substantiated. A kinetic model of the liquid-phase oxidation reaction in the presence of the catalyst N-hydroxyphthalimide has been developed and adequately described.

Synthesis of Terephthalic Acid by p-Cymene Oxidation using Oxygen: Toward a More Sustainable Production of Bio-Polyethylene Terephthalate

The synthesis of terephthalic acid from biomass remains an unsolved challenge. In this study, we conducted the selective oxidation of p-cymene (synthesized from biodegradable terpenes, limonene, or eucalyptol) into terephthalic acid over a Mn–Fe mixed-oxide heterogeneous catalyst. The impact of various process parameters (oxidant, temperature, reaction time, catalyst amount, oxygen pressure) on the selectivity to terephthalic acid was evaluated, and some mechanistic aspects were elucidated. An unprecedented synthesis of biobased terephthalic acid (51 % yield) in the presence of O2 is reported.

Catalytic activity of iron-substituted polyoxotungstates in the oxidation of aromatic compounds with hydrogen peroxide

The tetrabutylammonium (TBA) salts of Keggin-type polyoxotungstates of the general formula [XW11FeIII(H2O)O39] n-, where X = P, B or Si, were evaluated as catalysts in the oxidation, under mild conditions, of ethylbenzene, cumene, p-cymene and sec-butylbenzene with aqueous H2O2 in CH3CN at 80 °C. The influence of various factors, such as the substrate/catalyst molar ratio, the amount of oxidant added or the reaction time, was investigated in a systematic way. Generally, the system exhibited moderate conversion, with good selectivity towards the corresponding acetophenone and hydroperoxide. In order to understand the reaction pathways, the oxidation of several products and presumed intermediates was also carried out in the presence of TBA 4[PW11Fe(H2O)O39]?2H 2O. Under the conditions used, the oxidation of styrene and styrene derivatives gave rise mainly to carbon-carbon double-bond cleavage, affording the corresponding products in very high yields (81-87%). Possible reaction pathways are presented.