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Updated: Jun 1, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Ethyl 3-nitro-4-(n-propyl-amino)benzoate
Summary
This study reveals that the title compound, C(12)H(16)N(2)O(4), forms a six-membered ring via an intramolecular hydrogen bond. Crystal structure analysis shows this molecule also forms inversion dimers through bifurcated hydrogen bonds.
Area of Science:
- Crystallography
- Molecular structure analysis
- Chemical bonding
Background:
- Understanding molecular interactions is crucial in chemistry.
- Hydrogen bonding plays a significant role in molecular conformation and crystal packing.
Purpose of the Study:
- To elucidate the molecular structure and hydrogen bonding characteristics of the title compound, C(12)H(16)N(2)O(4).
- To analyze the conformational aspects and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of hydrogen bond donors and acceptors to identify bonding patterns.
Main Results:
- An intramolecular N-H⋯O hydrogen bond was identified, leading to a six-membered ring with an envelope conformation.
- A bifurcated intra/intermolecular N-H⋯(O,O) hydrogen bond was observed, resulting in the formation of inversion dimers in the crystal structure.
Conclusions:
- The title compound exhibits specific intramolecular hydrogen bonding that dictates its local conformation.
- Intermolecular interactions, specifically bifurcated hydrogen bonds, are key to the observed crystal packing and dimer formation.
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