EPR studies of nitrogen-centered free radicals. Part 53. Isolation, EPR spectra and magnetic characterization of N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls was written by Nakatsuji, Masaaki;Miura, Yozo;Teki, Yoshio. And the article was included in Journal of the Chemical Society, Perkin Transactions 2 in 2001.SDS of cas: 68385-95-5 This article mentions the following:
N-(Arylthio)-2,4-diaryl-6-ethoxycarbonylphenylaminyls (1), N-[(2,4-dichlorophenyl)thio]-2,4-diphenyl-6-acetyl-phenylaminyl (2), N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls (3), N-[(2,4-dichlorophenyl)thio]-2,4-bis(4-chloro-phenyl)-6-fluorophenylaminyl (4) and N-[(4-nitrophenyl)thio]-2,4-diphenylphenylaminyl (5) were generated by oxidation of the corresponding N-(arylthio)anilines. Although 4 and 5 were short-lived and decayed in 30 min, 1-3 were quite persistent and 3 could be isolated as radical crystals. EPR spectra were measured for all radicals generated and the spin d. distribution was evaluated. Ab initio MO calculations (the UHF Becke 3LYP/STO 6-31G) were performed, and a quant. discussion on the spin d. distribution was made. Magnetic susceptibility measurements were performed for three isolated radicals with a SQUID magnetometer. One radical was found to couple ferromagnetically, and anal. with the one-dimensional regular Heisenberg model gave 2J/kB = 11.2 K. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5SDS of cas: 68385-95-5).
2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 68385-95-5
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts