Diphenyl peroxide

Base Information

• Chemical Name: Diphenyl peroxide
• CAS No.: 17201-09-1
• Molecular Formula: C₁₂H₁₀O₂
• Molecular Weight: 186.21
• DSSTox Substance ID: DTXSID90567571
• Nikkaji Number: J2.273.952B
• Wikidata: Q82453487
• Mol file: 17201-09-1.mol

Synonyms:diphenyl peroxide;1,1'-Peroxydibenzene;SCHEMBL14905;17201-09-1;DTXSID90567571

Chemical Property of Diphenyl peroxide

Chemical Property:

• Boiling Point: 240.0±13.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.126±0.06 g/cm3(Predicted)
• LogP: 3.05940
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 128

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OOC2=CC=CC=C2

Technology Process of Diphenyl peroxide

There total 2 articles about Diphenyl peroxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Phenol radical (108-95-2,27073-41-2) → diphenoxyl (17201-09-1)

Guidance literature:

In water; at 20 ℃; Rate constant; Irradiation;

DOI:10.1021/j100210a040

Reference yield:

methoxybenzene (100-66-3) → diphenoxyl (17201-09-1)

Guidance literature:

under 0.0005 - 3 Torr; Kinetics; Photolysis;

DOI:10.1016/S1386-1425(02)00143-9

Reference yield:

bis(triphenylphosphine)palladium-3,5-di-tert-butylcatecholate (64561-46-2) + diphenoxyl (17201-09-1) → Pd(P(C6H5)3)(C6H2(C(CH3)3)2O2)(C6H5COO)

Guidance literature:

In tetrahydrofuran; byproducts: PPh3; not isolated, detd. by ESR spectroscopy;

DOI:10.1016/S0020-1693(00)84817-3

upstream raw materials:

Phenol radical

methoxybenzene

Refernces

Oxidative C-H bond functionalization and ring expansion with TMSCHN₂: A copper(I)-catalyzed approach to dibenzoxepines and dibenzoazepines

10.1002/anie.201411726

The research focuses on the development of a copper(I)-catalyzed oxidative C-H bond functionalization and ring expansion method using trimethylsilyldiazomethane (TMSCHN2) to synthesize tricyclic dibenzoxepines and dibenzazepines, which are significant therapeutic agents in the pharmaceutical industry. The purpose of this study was to address the lack of simple, mild, and direct synthetic methods for these heterocycles, which traditionally require multistep processes involving harsh conditions. The researchers successfully developed a straightforward approach that yields these important derivatives with high selectivity, using a copper-catalyzed process with TMSCHN2 as the key reagent, along with other chemicals such as Cu(OTf)2, bpy (2,2'-bipyridine), and (PhCO2)2 (diphenyl peroxide). The conclusions of the study highlight the efficiency of this new method in producing tricyclic dibenzoxepines and dibenzazepines, which are crucial for modulating biological activity, and demonstrate the synthetic applicability of the method through the derivatization of the synthesized compounds into biologically active products.