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Related Concept Videos

Aryldiazonium Salts to Azo Dyes: Diazo Coupling01:11

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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...
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2,4-Dichloro-7-fluoro-quinazoline.

Feng Gao1, Yun-Fei Hu, Jin-Long Wang

  • 1Department of Chinese Traditional Herbs, Agromomy College, Sichuan Agricultural University, Chengdu 611130, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|March 14, 2012
PubMed
Summary

This study details the crystal structure of a dichloro-fluoro-quinazoline compound. The molecule exhibits planarity and forms pi-pi stacking interactions in its crystalline state.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Materials Science

Background:

  • Understanding molecular structure and intermolecular interactions is crucial in chemistry.
  • Quinazoline derivatives are important scaffolds in medicinal chemistry and materials science.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C(8)H(3)Cl(2)FN(2).
  • To investigate the intermolecular interactions, specifically pi-pi stacking, in the solid state.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Analysis of the crystal packing to identify and quantify intermolecular forces.

Main Results:

  • The molecule C(8)H(3)Cl(2)FN(2) was found to be essentially planar, with minimal deviation.
  • Significant pi-pi stacking interactions were observed between adjacent quinazoline rings, with a centroid-centroid distance of 3.8476(14) Å.

Conclusions:

  • The planar nature of the molecule facilitates efficient pi-pi stacking in the crystal lattice.
  • These findings contribute to the understanding of structure-property relationships in halogenated quinazoline systems.