Solid-to-solid Reaction of 2,4-Dinitrophenylhydrazine with Several Aromatic Aldehydes Bearing Electron-donating Groups

Abstract

Aromatic 2,4-dinitrophenylhydrazones are conveniently prepared from 2,4-dinitrophenylhydrazyne and the corresponding aldehydes bearing electron-donating groups [N(Me)₂, OMe and OH] in non-solvent reactions. The high-dilution method in the absence of basic or acidic catalysts is also efficient. According to X-ray data, planar conformation of the hydrazone molecules is stabilized by intramolecular NH…O₂N hydrogen bond. Formation of 2D networks in the crystal is mediated via intermolecular CH…O₂N hydrogen bonds.

Key Words:

• Non-solvent reaction
• 2,4-dinitrophenylhydrazones