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1,3,5-Tri(m-pyrid-3-ylphenyl)benzene, also known as Coronene, is a type of aromatic hydrocarbon molecule that has gained significant attention in the chemical industry due to its unique chemical properties and potential applications.
This article will discuss the instruction of 1,3,5-Tri(m-pyrid-3-ylphenyl)benzene, including its synthesis, characterization, and applications.
Synthesis of 1,3,5-Tri(m-pyrid-3-ylphenyl)benzene
1,3,5-Tri(m-pyrid-3-ylphenyl)benzene can be synthesized through several methods, but the most common method is the Knöechlein reaction.
This reaction involves the condensation of 1,3,5-triphenylbenzene with m-pyridine in the presence of a strong acid catalyst, such as sulfuric acid or phosphoric acid.
The reaction can be represented as follows:
Ph3C6H4 + C6H5N → Ph3C6H3(C6H5N) + H2SO4 or C6H6P + C6H5N → Ph3C6H3(C6H5N) + H3PO4
Alternatively, 1,3,5-tri(m-pyrid-3-ylphenyl)benzene can be synthesized through the N-alkylation of 1,3,5-triphenylbenzene with m-nitrobenzene.
In this reaction, the m-nitrobenzene is first nitrated to form m-nitrostyrene, which is then reacted with 1,3,5-triphenylbenzene to form 1,3,5-tri(m-pyrid-3-ylphenyl)benzene.
Characterization of 1,3,5-Tri(m-pyrid-3-ylphenyl)benzene
1,3,5-Tri(m-pyrid-3-ylphenyl)benzene can be characterized by various analytical techniques, including spectroscopy, chromatography, and mass spectrometry.
In the infrared (IR) spectrum of 1,3,5-tri(m-pyrid-3-ylphenyl)benzene, the presence of the m-pyridyl groups can be detected at 1600-1700 cm^-1, while the benzene rings are detected at 1400-1500 cm^-1.
Thermogravimetric analysis (TGA) can be used to determine the thermal stability of 1,3,5-tri(m-pyrid-3-ylphenyl)benzene.
The TGA curve of 1,3,5-tri(m-pyrid-3-ylphenyl)benzene generally shows a gradual weight loss up to 400°C, with the major weight loss occurring between 200°C and 400°C.
1,3,5-Tri(m-pyrid-3-ylphenyl)benzene can also be characterized by nuclear magnetic resonance (NMR) spectroscopy.
The 1H NMR spectrum of 1,3,5-tri(m-pyrid-3-ylphenyl)benzene shows a singlet at 7.
6 ppm for the methylene protons of the benzene rings and triplets at 7.
8 ppm and 7.
9 ppm for the methylene protons of the m-pyridyl groups.
Applications of 1,3,5-Tri(m-pyrid-3-ylphenyl)benzene
1,3,5-Tri(m-pyrid-3-ylphenyl)ben