20614-61-3

Usage

InChI:InChI=1/C12H16O2/c13-14-12(9-5-2-6-10-12)11-7-3-1-4-8-11/h1,3-4,7-8,13H,2,5-6,9-10H2

Upstream product

• 827-52-1 1-phenyl-1-cyclohexane 
• 80-15-9 Cumene hydroperoxide 
• 98-82-8 Isopropylbenzene 
• 1589-60-2 1-phenylcyclohexanol 

Downstream Products

• 21726-36-3 bis-(1-phenyl-cyclohexyl)-peroxide 
• 942-92-7 caprophenone 
• 100-64-1 cyclohexanone-oxime 
• 108-95-2 phenol 
• 111441-35-1 4-nitro-peroxybenzoic acid-(1-phenyl-cyclohexyl ester) 
• 108-94-1 cyclohexanone 
• 53273-12-4 6-hydroperoxyhexaphenone 
• 87258-30-8 6-oxo-6-phenylhexanal 
• 28353-03-9 6-oxo-6-phenylhexanenitrile 
• 71919-91-0 ε-iodohexanophenone 
• 82777-11-5 6-bromo-1-phenyl-1-hexanone 
• 946-01-0 ε-chlorohexanophenone 

Relevant academic research and scientific papers

Hydroperoxidation of tertiary alkylaromatics catalyzed by N-hydroxyphthalimide and aldehydes under mild conditions

A metal-free catalytic system consisting of an aldehyde and N-hydroxyphthalimide (NHPI) for the selective oxidation of tertiary alkylaromatics with molecular oxygen has been developed. Cumene was oxidized efficiently to the corresponding hydroperoxide under mild conditions. The molecule-induced homolysis between peracids generated in situ and NHPI ensured the formation of the phthalimide N-oxyl (PINO) radical even at room temperature. Investigations on aldehyde, solvent and temperature effects allowed us to achieve good conversions with high selectivity in hydroperoxide. The optimized procedure was successfully extended to phenylcyclohexane, a valuable alternative for the production of phenol. The mechanism is discussed in detail.

Copper-catalyzed radical ring-opening halogenation with HX

An efficient copper-catalyzed radical ring-opening halogenation with HX (aq) is described. This protocol features redox-neutral conditions, green halogen sources, and a broad substrate scope, providing practical access to distally chlorinated, brominated and iodinated alkyl ketones and alkyl nitriles with moderate to good yields. This journal is

Benzylic Hydroperoxidation via Visible-Light-Induced Csp3-H Activation

A highly efficient benzylic hydroperoxidation has been realized through a visible-light-induced Csp3-H activation. We believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.

Iron-Catalyzed Decarboxylative Olefination of Unstrained Carbon-Carbon Bonds Relying on Alkoxyl Radical Induced Cascade

An iron-catalyzed decarboxylative olefination of unstrained carbon-carbon bonds via alkoxyl radical induced C-C bond cleavage is presented. This protocol features mild conditions (room temperature, redox-neutral), good substrate scope and functional group

Conjugated copper(II) porphyrin polymer and N-hydroxyphthalimide as effective catalysts for selective oxidation of cyclohexylbenzene

A nanomaterial catalyst of azo-bridged Cu(II) porphyrin polymer (CuII-APP) was synthesized and characterized by scanning electron microscopy, transmission electron microscopy and N2adsorption measurement. CuII-APP had a nanoporous structure, with the particle size of about 30?nm. Owing to the special structure, CuII-APP acted as an efficient heterogeneous catalyst for selective oxidation of cyclohexylbenzene into cyclohexylbenzene-1-hydroperoxide. When N-hydroxyphthalimide was used as co-catalyst, this binary catalyst system showed an obvious synergic effect. After being recovered and reused, CuII-APP and NHPI still had high catalytic activities.

System and Process for Making Phenol and/or Cyclohexanone

A system for producing high-purity phenol and/or cyclohexanone from cyclohexylbenzene oxidation includes a cyclohexylbenzene feed hydrogenation reactor, a bubble column oxidation reactor, a cyclohexylbenzene hydroperoxide concentrator, a cleavage reactor, and a separation and purification sub-system. The components and the integrated system are designed such that high-purity phenol and/or cyclohexanone can be produced at high energy efficiency.

Method for Producing Phenol and/or Cyclohexanone

In a process for producing phenol and cyclohexanone a feed comprising cyclohexylbenzene hydroperoxide and water in an amount from 1 to 15,000 ppm, based upon total weight of feed, is contacted with a cleavage catalyst comprising an aluminosilicate of the FAU type under cleavage conditions effective to convert at least a portion of the cyclohexylbenzene hydroperoxide into phenol and cyclohexanone.

PROCESS FOR PRODUCING PHENOL

In a process for producing phenol, a feed comprising cyclohexylbenzene hydroperoxide is contacted with a cleavage catalyst comprising an acidic ionic liquid under cleavage conditions effective to cleave at least a portion of said cyclohexylbenzene hydroperoxide and produce a cleavage product stream comprising phenol and cyclohexanone.

PROCESS FOR PRODUCING PHENOL

In a process for producing phenol, a feed comprising cyclohexylbenzene hydroperoxide is contacted with a cleavage catalyst comprising a fluorinated acidic resin under cleavage conditions effective to convert at least a portion of the cyclohexylbenzene hydroperoxide into phenol and cyclohexanone.

PROCESS FOR PRODUCING PHENOL

In a process for producing phenol, a mixture of cyclohexylbenzene with from 10 to 90 wt% of a solvent is contacted with oxygen in the presence of a catalyst and under conditions effective to oxidize at least a portion of the cyclohexylbenzene to cyclohexy