Reference of 5,6-Dichloropyrazine-2,3-dicarbonitrile. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Electron-deficient acene-based liquid crystals: dialkoxydicyanopyrazinoquinoxalines. Author is Takeda, Takashi; Tsutsumi, Jun’ya; Hasegawa, Tatsuo; Noro, Shin-ichiro; Nakamura, Takayoshi; Akutagawa, Tomoyuki.
Three electron-accepting dialkoxydicyanopyrazinoquinoxaline derivatives showed properties of smectic (Sm) liquid crystals. Temperature-dependent X-ray diffraction studies were consistent with the formation of a bilayer structure through the π-overlap and interdigitation of alkoxy chains in the Sm liquid crystalline state. Intermol. dipole-dipole interactions between the cyano groups played an important role in stabilizing the bilayer structure and liquid crystalline properties. Elongation of the alkoxy chains from C6H13O- and/or C12H25O- to C18H37O- changed the mol. arrangement and the liquid crystal phase from SmA to SmC, suggesting the importance of the van-der-Waals interaction of CnH2n+1O- chains for stabilizing the liquid crystalline phase. A hole-mobility value of 5 × 10-3 cm2 V-1 s-1 was observed for the SmA phase of bis(dodecyloxy)pyrazino[2,3-b]quinoxaline-2,3-dicarbonitrile at 438 K based on transient photocurrent measurements. The synthesis of the target compounds was achieved by a reaction of 5,6-dichloro-2,3-pyrazinedicarbonitrile with 4,5-bis(hexyloxy)-1,2-benzenediamine, 4,5-bis(dodecyloxy)-1,2-benzenediamine, 4,5-bis(octadecyloxy)-1,2-benzenediamine. The title compounds thus formed included bis(alkoxy)pyrazino[2,3-b]quinoxaline-2,3-dicarbonitrile derivatives (electron-deficient acene derivatives, heterocyclic anthracene analogs).
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