Evans, Richard A. et al. published their research in Journal of the American Chemical Society in 1991 |CAS: 5098-14-6

The Article related to hydrogen cyanide dimer iminoacetonitrile cyanomethanimine, spectra iminoacetonitrile cyanomethanimine, ab initio iminoacetonitrile cyanomethanimine, polymerization iminoacetonitrile cyanomethanimine, photochem isomerization iminoacetonitrile, pyrolysis iminoacetonitrile cyanomethanimine precursor, photolysis iminoacetonitrile and other aspects.SDS of cas: 5098-14-6

On September 11, 1991, Evans, Richard A.; Lorencak, Primoz; Ha, Tae Kyu; Wentrup, Curt published an article.SDS of cas: 5098-14-6 The title of the article was HCN dimers: iminoacetonitrile and N-cyanomethanimine. And the article contained the following:

Iminoacetonitrile H(NC)C:NH (I) has been prepared by two methods: (i) thermal decomposition of the tosylhydrazone salts H2N(NC)C:NN-TosM+ (Tos = tosyl, M = Na, Li) at 200° and (ii) Ar matrix photolysis of azidoacetonitrile. Ab initio calculations indicate that Z-I is of slightly lower energy than E-I, and this is confirmed by the IR spectra with use of the thermal methods. E-I/Z-I undergo photochem. interconversion, giving a ca. 3:1 photostationary E:Z ratio. E-I and Z-I are fully characterized by their gas-phase, matrix, and thin-film IR spectra, which are in excellent agreement with ab initio calculations, by 1H and 13C NMR spectroscopy in solution, and by mass spectrometry. I polymerizes in solution above -40°; pyrolysis produces HCN, and matrix photolysis produces HNC and van der Waals complexes containing HNC. N-tert-Butyliminoacetonitrile thermally fragments to tert-Bu isocyanide and HCN. N-Cyanomethanimine H2C:NCN (II) has also been prepared by two methods: (i) pyrolysis of trimethylenetetrazole (III) at 500-800° and (ii) pyrolysis of ditetrazolopyrazine (IV) at 600-850°. Both methods are extremely clean. II is fully characterized by its IR spectrum in agreement with ab initio calculations and, in conjunction with other work, by its mass and millimeter-wave spectra. II is thermodynamically stable in the gas phase up to ca. 800° at low pressure and short contact times but polymerizes in the solid state above -100°. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).SDS of cas: 5098-14-6

The Article related to hydrogen cyanide dimer iminoacetonitrile cyanomethanimine, spectra iminoacetonitrile cyanomethanimine, ab initio iminoacetonitrile cyanomethanimine, polymerization iminoacetonitrile cyanomethanimine, photochem isomerization iminoacetonitrile, pyrolysis iminoacetonitrile cyanomethanimine precursor, photolysis iminoacetonitrile and other aspects.SDS of cas: 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts