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Updated: Jun 1, 2026
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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
(Diphenyl-phosphor-yl)(2-nitro-phen-yl)methanol
Xiao-Ling Yuan1, Wan-Yun Liu, Ping Huo
1Key Laboratory of Jiangxi University for Applied Chemistry and Chemical Biology, Yichun 336000, People's Republic of China.
Summary
This study details the crystal structure of a novel organophosphorus compound. Molecular interactions, including hydrogen bonds, dictate its three-dimensional arrangement in the crystal lattice.
Area of Science:
- Crystallography
- Materials Science
- Organic Chemistry
Background:
- Understanding the crystal packing of organophosphorus compounds is crucial for predicting material properties.
- Intermolecular forces, such as hydrogen bonding, play a significant role in the self-assembly of molecules.
- The specific arrangement of phenyl rings influences molecular conformation and potential applications.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(19)H(16)NO(4)P.
- To investigate the intermolecular interactions governing the compound's solid-state architecture.
- To analyze the dihedral angle between phenyl rings bonded to the phosphorus atom.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided structural insights.
- Identification and analysis of intermolecular interactions, including hydrogen bonds (O-H⋯O and C-H⋯O).
Main Results:
- The crystal structure of C(19)H(16)NO(4)P was successfully determined.
- A significant dihedral angle of 75.4(1)° was observed between the phenyl rings attached to the phosphorus atom.
- Molecules form one-dimensional chains via intermolecular O-H⋯O hydrogen bonds along the a-axis.
- A three-dimensional network is established through weaker C-H⋯O hydrogen bonds.
Conclusions:
- The crystal structure reveals a specific conformational preference influenced by the dihedral angle.
- Intermolecular hydrogen bonding is the primary driving force for the observed crystal packing.
- The findings contribute to the understanding of structure-property relationships in organophosphorus compounds.
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