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Updated: Jun 1, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
4-Chloro-N-[(E)-2,4-dichloro-benzyl-idene]aniline
This study analyzes the molecular structure of a compound containing 4-chloro-aniline and 2,4-dichloro-benzaldehyde. The analysis reveals planar moieties with a specific dihedral angle, offering insights into molecular geometry.
Area of Science:
- Crystallography and Molecular Structure
- Organic Chemistry
- Chemical Physics
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- Substituted anilines and benzaldehydes are common building blocks in medicinal chemistry and materials science.
Purpose of the Study:
- To determine the crystal structure and molecular geometry of the title compound, C(13)H(8)Cl(3)N.
- To analyze the planarity of the constituent aniline and benzaldehyde rings and their relative orientation.
Main Methods:
- Single-crystal X-ray diffraction was employed to obtain the three-dimensional structural data.
- Analysis of the crystal structure involved calculating root-mean-square (r.m.s.) deviations for planar moieties and determining the dihedral angle between them.
Main Results:
- The molecule C(13)H(8)Cl(3)N exhibits distinct planar characteristics within its 4-chloro-aniline and 2,4-dichloro-benzaldehyde components.
- The r.m.s. deviations for these planar moieties were found to be 0.0115 Å and 0.0116 Å, respectively.
- A dihedral angle of 13.94(8)° was measured between the two main molecular fragments.
Conclusions:
- The determined molecular structure provides precise geometric parameters for the title compound.
- The observed planarity and dihedral angle offer valuable data for computational modeling and structure-property relationship studies in related chemical systems.
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