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Updated: Jun 1, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2-Hydroxy-3-methoxybenzaldehyde 2,4-dinitrophenylhydrazone pyridine monosolvate
Lin-Xiu Zhao1, Duan-Lin Cao, Jian-Lan Cui
1College of Chemical Engineering and Environment, North University of China, Taiyuan 030051, People's Republic of China.
This study synthesized a Schiff base molecule through a condensation reaction. Structural analysis revealed a trans arrangement of the C=N bond and specific hydrogen bonding interactions within the crystal lattice.
Area of Science:
- Crystal chemistry
- Organic synthesis
- Molecular structure
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Understanding the molecular structure and intermolecular interactions is crucial for predicting material properties.
Purpose of the Study:
- To synthesize and characterize a novel Schiff base molecule.
- To investigate the crystal structure and hydrogen bonding patterns of the synthesized compound.
Main Methods:
- Condensation reaction between 2-hydroxy-3-methoxy-benzaldehyde and 2,4-dinitrophenylhydrazine.
- Single-crystal X-ray diffraction analysis to determine molecular and crystal structure.
Main Results:
- The Schiff base molecule, C(14)H(12)N(4)O(6)·C(5)H(5)N, was successfully synthesized.
- The crystal structure exhibits a trans arrangement of the C=N bond and a dihedral angle of 3.49° between the benzene rings.
- Intra-molecular N-H⋯O and inter-molecular O-H⋯O hydrogen bonds were identified, forming S(6) rings and linking molecules in the crystal.
Conclusions:
- The study successfully elucidated the molecular and crystal structure of the synthesized Schiff base.
- The identified hydrogen bonding network plays a significant role in the crystal packing and stability of the compound.
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