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Updated: Jul 31, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Tri-benzyl-ammonium chloride
Waly Diallo1, Libasse Diop1, Laurent Plasseraud2
1Laboratoire de Chimie Minérale et Analytique (LACHIMIA), Département de Chimie, Faculté des Sciences et Techniques, Université Cheikh Anta Diop, Dakar, Senegal.
Single crystals of tribenzylammonium chloride were isolated. These crystals feature hydrogen bonds forming infinite chains, with a distorted tetrahedral nitrogen atom in the cation.
Area of Science:
- Inorganic Chemistry
- Crystallography
- Materials Science
Background:
- Tribenzylammonium chloride (C21H21NH(+)·Cl(-)) is a salt with potential applications in materials science.
- Understanding the crystal structure and intermolecular interactions of such salts is crucial for predicting and controlling their properties.
Purpose of the Study:
- To characterize the crystal structure of tribenzylammonium chloride obtained as a side product.
- To investigate the hydrogen bonding network and crystal packing in the synthesized salt.
Main Methods:
- Single crystal X-ray diffraction was used to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular interactions (hydrogen bonds) was performed.
Main Results:
- Single crystals of tribenzylammonium chloride were successfully isolated and characterized.
- The cation and anion were found to be located on a threefold rotation axis.
- The tribenzylammonium cation exhibited a slightly distorted tetrahedral geometry around the nitrogen atom.
- Infinite chains were formed along the [001] direction through N-H⋯Cl and C-H⋯Cl hydrogen bonds.
- The crystal was identified as a merohedral twin.
Conclusions:
- The study elucidated the crystal structure and hydrogen bonding of tribenzylammonium chloride.
- The formation of infinite chains via hydrogen bonding provides insights into the self-assembly of organic salts.
- The crystallographic data offers a foundation for further investigations into the physical and chemical properties of this compound.
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