81316-78-1

Basic information

• Product Name: 1-nitrotriphenylene
• Synonyms: triphenylene, 1-nitro-
• CAS NO: 81316-78-1
• Molecular Formula: C₁₈H₁₁NO₂
• Molecular Weight: 273.2854
• Mol File: 81316-78-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 505°C at 760 mmHg
• Flash Point: 252.5°C
• Density: 1.342g/cm³
• Vapor Pressure: 7.95E-10mmHg at 25°C
• Refractive Index: 1.791
• CAS DataBase Reference: 1-nitrotriphenylene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-nitrotriphenylene(81316-78-1)
• EPA Substance Registry System: 1-nitrotriphenylene(81316-78-1)

Safety Data

• Hazardous Substances Data: 81316-78-1(Hazardous Substances Data)

Usage

Physical form

Pale yellow crystalline solid

Nitro group attachment

Triphenylene core

High thermal stability

Due to its chemical structure

High nitrogen content

Contains a nitro group (-NO2)

Potential as a high-energy material

Due to its high nitrogen content and thermal stability

Interest in organic electronics

Due to its electronic properties

Building block for complex organic compounds

Can be used as a starting material for synthesizing other organic compounds

Potential toxicity

May pose health risks

Environmental persistence

May persist in the environment

Need for further research

To fully understand its potential applications and risks

Upstream product

• 217-59-4 triphenylene 
• 65-85-0 benzoic acid 
• 552-16-9 ortho-nitrobenzoic acid 
• 189999-35-7 [1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate 
• 583-53-9 2,3-dibromobenzene 
• 13029-09-9 2,2'-dibromobiphenyl 
• 13331-27-6 m-nitrobenzene boronic acid 
• 34862-87-8 3'-nitro-[1,1'-biphenyl]-2-amine 
• 615-43-0 2-iodophenylamine 
• 7073-69-0 2-(2-bromophenyl)propanol 

Downstream Products

• 217-59-4 triphenylene 
• 114959-37-4 Cyclopent[h,i]acephananthrylene 
• 109606-75-9 4H-naphtho<1,4-def>carbazole 
• 17075-02-4 1-aminotriphenylene 

Relevant articles and documents

Ambient measurement of nitrotriphenylenes and possibility of nitrotriphenylene formation by atmospheric reaction

Environmental nitration of PAHs by nitrogen oxides on airborne particulates and identification and quantification of nitro-PAHs in them have been studied on fluoranthene and pyrene because of their large abundance. However, the direct mutagenic activity of these nitro-PAHs can account for only up to about 20% of the total direct mutagenic activity of airborne particulate samples, and the presence of unknown mutagenic nitro-PAHs was suggested. 1- and 2-Nitrotriphenylenes were first identified and quantified in ambient particulate samples collected in Tokyo. Their mutagenicity and formation by laboratory reactions of triphenylene deposited on a filter with NO2/NO3/N2O5 were also investigated. The concentrations of 1- and 2- nitrotriphenylenes were much higher than that of 1-nitropyrene in the same samples. 2-Nitrotriphenylene showed over 2 orders of magnitude greater mutagenic activity than 1-nitrotriphenylene in both strains TA98 and YG1024 (18 and 480 revertants/nmol for 1-nitrotriphenylene and 3800 and 101 700 revertants/nmol for 2-nitrotriphenylene in TA98 and YG1024). The mutagenic 2- nitrotriphenylene was expected to contribute largely to the total mutagenic activity of the extracts from airborne particulates. In addition, more effective formation of nitrotriphenylenes by the nighttime reaction of triphenylene in the presence of O3 in the dark can explain the observation of high nitrotriphenylene concentration in the nighttime samples. Environmental nitration of PAHs by nitrogen oxides on airborne particulates and identification and quantification of nitro-PAHs in them have been studied on fluoranthene and pyrene because of their large abundance. However, the direct mutagenic activity of these nitro-PAHs can account for only up to about 20% of the total direct mutagenic activity of airborne particulate samples, and the presence of unknown mutagenic nitro-PAHs was suggested. 1-and 2-Nitrotriphenylenes were first identified and quantified in ambient particulate samples collected in Tokyo. Their mutagenicity and formation by laboratory reactions of triphenylene deposited on a filter with NO2/NO3/N2O5 were also investigated. The concentrations of 1- and 2-nitrotriphenylenes were much higher than that of 1-nitropyrene in the same samples. 2-Nitrotriphenylene showed over 2 orders of magnitude greater mutagenic activity than 1-nitrotriphenylene in both strains TA98 and YG1024 (18 and 480 revertants/nmol for 1-nitrotriphenylene and 3800 and 101700 revertants/nmol for 2-nitrotriphenylene in TA98 and YG1024). The mutagenic 2-nitrotriphenylene was expected to contribute largely to the total mutagenic activity of the extracts from airborne particulates. In addition, more effective formation of nitrotriphenylenes by the nighttime reaction of triphenylene in the presence of O3 in the dark can explain the observation of high nitrotriphenylene concentration in the nighttime samples.

Two-in-One Strategy for the Pd(II)-Catalyzed Tandem C-H Arylation/Decarboxylative Annulation Involved with Cyclic Diaryliodonium Salts

We report here a two-in-one strategy for the Pd(II)-catalyzed tandem C-H arylation/decarboxylative annulation between readily available cyclic diaryliodonium salts and benzoic acids. The carboxylic acid functionality can be used as both a directing group for the ortho-C-H arylation and the reactive group for the tandem decarboxylative annulation. By a step-economical double cross-coupling annulation procedure, the privileged triphenylene frameworks were efficiently constructed, which have potential applications in material chemistry.

Derivative of triaromatic amines and organic electroluminescence device thereof

The invention discloses a derivative of triaromatic amines and organic electroluminescent device thereof, which relates to the technical field of organic photoelectric material, the derivative of triaromatic amines provided by the invention has bipolar structure, which has good carrier transport characteristics so that electrons and holes can be effectively combined in the luminescent layer, the luminescent efficiency is high. In addition, the derivative of triaromatic amines provided by the invention has relatively high vitrification temperature and thermal stability, which is helpful for material film formation. The electroluminescence device provided by the invention includes a cathode, an anode and one or more organics layers, at least one organic layer contains derivatives of triaromatic amines provided by the invention, the organic electroluminescence device provided by the invention has relatively low driving voltage, relatively high luminous efficiency and luminosity and relatively long service life.