Related Experiment Video
Updated: Jun 1, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
2-(4-Chloro-anilino)quinoxaline.
Azila Idris1, Wan Ainna Mardhiah Wan Saffiee, Zanariah Abdullah
1Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.
Summary
This study details the crystal structure of a C(14)H(10)ClN(3) compound, revealing specific molecular arrangements and hydrogen bonding. The findings contribute to understanding molecular packing in organic crystalline solids.
Area of Science:
- Crystallography
- Organic Chemistry
- Solid-State Chemistry
Background:
- Understanding the three-dimensional arrangement of molecules in crystals is crucial for predicting material properties.
- Hydrogen bonding plays a significant role in molecular self-assembly and the formation of extended structures in the solid state.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(14)H(10)ClN(3).
- To analyze the molecular conformation, including dihedral angles between aromatic systems.
- To investigate intermolecular interactions, specifically hydrogen bonding, and their role in crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of the crystal structure involved identifying the number of molecules in the asymmetric unit and measuring dihedral angles.
- Intermolecular interactions were characterized by identifying hydrogen bonds and their propagation direction within the crystal lattice.
Main Results:
- The asymmetric unit contains two molecules of C(14)H(10)ClN(3).
- Dihedral angles between the aromatic ring systems were measured as 5.11(10)° and 13.61(10)°.
- N-H⋯N hydrogen bonds were identified, linking molecules into chains that propagate along the [010] direction.
Conclusions:
- The crystal structure of C(14)H(10)ClN(3) is characterized by specific molecular conformations and intermolecular hydrogen bonding.
- The observed hydrogen bonding network dictates the formation of one-dimensional chains in the crystal.
- These findings provide fundamental insights into the solid-state behavior of this organic compound.
Related Concept Videos
01:11Aryldiazonium Salts to Azo Dyes: Diazo Coupling
The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the para position.
01:17Oxidation of Phenols to Quinones
In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox property is crucial in...
01:10Nomenclature of Aryl and Heterocyclic Amines
The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.