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Updated: Jun 1, 2026

Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
N-(2,4-Dinitro-phen-yl)-N'-[nitro-(phenyl)-methyl-ene]hydrazine
1Department of Chemistry and Chemical Engineering, Baoji College of Arts and Sciences, Baoji 721007, People's Republic of China.
Researchers synthesized a novel compound, C(13)H(9)N(5)O(6), featuring three nitro groups. This new molecule was created by reacting benzaldehyde 2,4-dinitro-phenyl-hydrazone with nitric oxide.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- Benzaldehyde derivatives are important in organic synthesis.
- Nitro compounds exhibit diverse chemical properties and applications.
Purpose of the Study:
- To synthesize and characterize a novel nitro-containing compound.
- To investigate the structural and electronic properties of the synthesized molecule.
Main Methods:
- Chemical synthesis involving the reaction of benzaldehyde 2,4-dinitro-phenyl-hydrazone with nitric oxide.
- X-ray crystallography to determine the molecular structure and conformation.
Main Results:
- A new compound, C(13)H(9)N(5)O(6), was successfully synthesized.
- Structural analysis revealed a nearly coplanar imine and phenyl-hydrazine unit.
- Dihedral angles of 48.5° and 15.2° were observed for the second benzene ring and a nitro group, respectively.
- Weak intramolecular N-H⋯O interactions were identified.
Conclusions:
- The study reports the successful synthesis of a novel tri-nitro compound.
- The molecular structure exhibits specific conformational preferences due to steric and electronic factors.
- Intramolecular interactions play a role in stabilizing the observed conformation.
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