61837-22-7

Usage

Chemical structure

1,1'-Biphenyl, 5,5'-dinitro-2,2'-bis(phenylethynyl)is a chemical compound consisting of two biphenyl units linked by a nitro-substituted ethynyl group.

Symmetry

The molecule is highly symmetrical, which contributes to its unique structure.

Thermal stability

It is known for its high thermal stability, making it suitable for use in materials that require resistance to heat.

High-performance materials

Used in the development of heat-resistant plastics and engineering polymers.

Organic electronic devices

Utilized in the creation of organic electronic devices due to its unique properties.

Building block

Serves as a building block for various chemical reactions.

Fields of interest

The compound has potential applications in organic synthesis and materials science due to its interesting and valuable chemical properties.

Chemical properties

The specific chemical properties of 1,1'-Biphenyl, 5,5'-dinitro-2,2'-bis(phenylethynyl)contribute to its usefulness in various applications, including its stability and reactivity in chemical reactions.

Upstream product

• 13146-23-1 copper(I) phenylacetylenide 
• 52026-22-9 2,2'-dibromo-5,5'-dinitrobiphenyl 
• 61837-21-6 2,2'-diiodo-5,5'-dinitrobiphenyl 
• 2236-52-4 2,2'-diiodobiphenyl 
• 583-53-9 2,3-dibromobenzene 
• 13029-09-9 2,2'-dibromobiphenyl 

Relevant academic research and scientific papers

Method for making ethynylated aromatic compounds and a method for making nitronium trifluoromethanesulfonate

A method is disclosed for making amino-substituted ethynylated biphenyl compounds, which includes selectively nitrating symmetrically substituted biphenyl compounds, reacting the resulting nitro-substituted aromatic compound with a copper acetylide to replace the iodo substituents with ethynyl groups, and then reacting the ethynylated, nitro-substituted aromatic compound with hydrogen in the gas phase to reduce the nitro groups to amino groups. The preferred nitrating agent is nitronium trifluoromethanesulfonate, made by reaction of anhydrous nitric acid with trifluoromethanesulfonic anhydride in an anhydrous solvent.

Anomaly in Palladium-Catalyzed Phenylethynylation of 2,2'-Dihalobiphenyls: Formation of Alkylidenefluorenes

2,2'-Diiodobiphenyl and 5,5'-dinitro-2,2'-dihalobiphenyls underwent palladium-catalyzed phenylethynylation with 2 mol of phenylacetylene to yield 3-(fluoren-9-ylidene)-1,3-diphenylpropyne and 3-(3,6-dinitrofluoren-9-ylidene)-1,3-diphenylpropyne, respectively.These fluorenyl compounds exhibited well-defined splitting patterns for the fluorenyl ring protons in the 250-MHz proton NMR spectra.The structure of 3-(fluoren-9-ylidene)-1,3-diphenylpropyne was further confirmed by an independent synthesis via the thermolysis of diethyl 3-(fluoren-9-ylidene)-1,3-diphenylpropen-1-yl phosphate.The mechanistic importance of the complex iodo(fluoren-9-ylidenebenzyl)bis(triphenylphosphine)palladium(II) in the catalytic cycle was established on the basis of its reaction with phenylacetylene to give 3-(fluoren-9-ylidene)-1,3-diphenylpropyne.

Phenylethynyl substituted aromatic diamines

As new compositions of matter, 2,2'-bis(phenylethynyl)-4,4'-diaminobiphenyl and 2,2'-bis(phenylethynyl)-5,5'-diaminobiphenyl. The compounds are useful as monomers suitable for the preparation of thermally stable polymer systems such as polyimides, polyami