81316-79-2

Basic information

• Product Name: 2-nitrotriphenylene
• Synonyms: triphenylene, 2-nitro-
• CAS NO: 81316-79-2
• Molecular Formula: C₁₈H₁₁NO₂
• Molecular Weight: 273.2854
• Mol File: 81316-79-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 514.8°C at 760 mmHg
• Flash Point: 258.8°C
• Density: 1.342g/cm³
• Vapor Pressure: 3.37E-10mmHg at 25°C
• Refractive Index: 1.791
• CAS DataBase Reference: 2-nitrotriphenylene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-nitrotriphenylene(81316-79-2)
• EPA Substance Registry System: 2-nitrotriphenylene(81316-79-2)

Safety Data

• Hazardous Substances Data: 81316-79-2(Hazardous Substances Data)

Upstream product

• 217-59-4 triphenylene 
• 2499-71-0 2-iodo-4’-nitrobiphenyl 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 636-98-6 p-nitrobenzene iodide 
• 7073-69-0 2-(2-bromophenyl)propanol 
• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 591-50-4 iodobenzene 
• 34862-87-8 3'-nitro-[1,1'-biphenyl]-2-amine 
• 615-43-0 2-iodophenylamine 
• 13331-27-6 m-nitrobenzene boronic acid 
• 31274-15-4 7,8-Benzobicyclo[4.2.0]okt-7-en-1-ol 
• 586-78-7 para-nitrophenyl bromide 
• 583-55-1 1-Bromo-2-iodobenzene 

Relevant articles and documents

Palladium-catalyzed carbopalladation and carbocyclization of arynes with aryl halides: A highly efficient route to functionalized triphenylenes

Highly substituted triphenylene derivatives were prepared in good yields via the palladium-catalyzed carbocyclization of arynes with aryl iodides. The Royal Society of Chemistry 2006.

Atmosphere-Controlled Palladium-Catalyzed Divergent Decarboxylative Cyclization of 2-Iodobiphenyls and α-Oxocarboxylic Acids

A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and α-oxocarboxylic acids utilizing the atmosphere as a controlled switch is reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Notably, preliminary mechanistic studies indicate that the formation of triphenylenes involves a double decarboxylation.

Synthesis of triphenylene derivatives by Pd-catalyzed Suzuki coupling/intramolecular C–H activation between arylboronic acids and dibromobiphenyls

An efficient and regioselective synthesis of functionalized triphenylenes via palladium-catalyzed Suzuki-Miyaura coupling and subsequent intramolecular C–H activation between arylboronic acids and dibromobiphenyls was developed. This methodology showed excellent atomic economy and regiospecificity as well as synthetic feasibility of unsymmetrical triphenylenes.

Palladium Catalyzed C-I and Vicinal C-H Dual Activation of Diaryliodonium Salts for Diarylations: Synthesis of Triphenylenes

Using the synthetic strategy of palladium-catalyzed dual activation of both C-I and vicinal C-H bonds of diaryliodonium salts, we report an approach for direct diarylations of 2-bromobiphenyls or bromobenzenes. As a result, a wide range of triphenylenes with various substituents have been synthesized in good yields. These triphenylenes are expected to be employed in the "bottom-up" synthesis of functional aromatic molecules in material science.