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Updated: Jun 5, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
3-Hydr-oxy-N'-(2-hydroxy-benzyl-idene)benzohydrazide
Researchers synthesized a novel compound, C(14)H(12)N(2)O(3), via condensation. This molecule exhibits unique hydrogen bonding, forming a 2D polymer structure with potential applications in materials science.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Schiff bases and hydrazones are important classes of organic compounds with diverse applications.
- Understanding the structure-property relationships of novel organic molecules is crucial for developing new materials.
Purpose of the Study:
- To synthesize and characterize a new organic compound, C(14)H(12)N(2)O(3).
- To investigate the intermolecular interactions and crystal structure of the synthesized compound.
Main Methods:
- The compound was synthesized through the condensation reaction of salicylaldehyde with 3-hydroxy-benzo-hydrazide.
- X-ray crystallography was employed to determine the molecular and crystal structure, including dihedral angles and hydrogen bonding patterns.
Main Results:
- The synthesized compound, C(14)H(12)N(2)O(3), was successfully obtained.
- The crystal structure revealed a dihedral angle of 12.4(2)° between the two benzene rings.
- An intramolecular O-H⋯N hydrogen bond was observed between the hydroxyl group and the imide nitrogen.
- Intermolecular O-H⋯O and N-H⋯O hydrogen bonds resulted in a two-dimensional polymeric structure parallel to the ab plane.
Conclusions:
- The study successfully synthesized and characterized a novel organic compound.
- The detailed structural analysis revealed specific hydrogen bonding interactions that dictate the formation of a 2D polymer.
- These findings contribute to the understanding of crystal engineering and the design of novel supramolecular architectures.
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