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Updated: Jul 1, 2025
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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
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Prop-2-ynyl 3-meth-oxy-4-(prop-2-yn-yloxy)benzoate
Cresten Moodley1, Alfred Muller1, Yonas H Belay1
1Synthesis and Catalysis Research Centre, Department of Chemical Sciences, University of Johannesburg (APK Campus), PO Box 524, Auckland Park, Johannesburg, 2006, South Africa.
Iucrdata
|March 8, 2024
Summary
This study details the crystal structure of a C14H12O4 compound, revealing dimeric structures formed by C-H…O interactions. The allylic groups exhibit twisting, and the crystal packing forms a zigzag pattern.
Area of Science:
- Crystallography
- Organic Chemistry
- Solid-State Chemistry
Background:
- Understanding molecular interactions and packing in organic solids is crucial for materials science.
- The title compound, C14H12O4, presents an interesting case for structural analysis due to its functional groups.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound.
- To analyze the conformation of allylic groups and the packing arrangement in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of intermolecular C-H⋯O interactions and dihedral angles was performed.
Main Results:
- The asymmetric unit contains two independent molecules of C14H12O4, forming dimeric entities through C-H⋯O hydrogen bonds.
- Significant twisting of allylic groups out of phenyl planes was observed, with dihedral angles ranging from 7.92(13)° to 25.42(8)°.
- Crystal packing follows a distinct zigzag pattern along the c-axis.
Conclusions:
- The study successfully characterized the crystal structure and supramolecular assembly of the title compound.
- The observed conformational preferences and packing motifs provide insights into the solid-state behavior of this organic molecule.
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