Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Electron-deficient acene-based liquid crystals: dialkoxydicyanopyrazinoquinoxalines.Electric Literature of C6Cl2N4.
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).
After consulting a lot of data, we found that this compound(56413-95-7)Electric Literature of C6Cl2N4 can be used in many types of reactions. And in most cases, this compound has more advantages.
Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate