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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Methyl 5-(2-bromo-acet-yl)-2-propoxybenzoate.
Jiang Ke1, Xu Guan-Hong, Li Fei
1School of Pharmaceutical Science, Nanjing Medical University, Nanjing 210029, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study synthesized a novel compound, C(13)H(15)BrO(4), revealing its near-planar molecular structure. The research details its synthesis and the intermolecular hydrogen bonds forming a layered crystal structure.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Methyl 5-acetyl-2-hydroxy-benzoate serves as a precursor in organic synthesis.
- Understanding molecular planarity and intermolecular interactions is crucial for designing new materials.
Purpose of the Study:
- To synthesize and characterize the novel compound C(13)H(15)BrO(4).
- To investigate the molecular geometry, including planarity and dihedral angles.
- To elucidate the crystal packing and intermolecular interactions.
Main Methods:
- Chemical synthesis of the title compound.
- X-ray crystallography for structural determination.
- Analysis of molecular planarity and hydrogen bonding.
Main Results:
- Successful synthesis of C(13)H(15)BrO(4) from methyl 5-acetyl-2-hydroxy-benzoate.
- The molecule exhibits near-planarity, with an average deviation of 0.086 Å.
- A significant dihedral angle of 41.6° exists between the phenyl ring and the ester group.
- Intermolecular C-H⋯O bonds link adjacent molecules, forming a layered structure.
Conclusions:
- The synthesized compound possesses a defined molecular geometry with notable planarity.
- The crystal structure is characterized by a layered arrangement driven by specific hydrogen bonding interactions.
- This structural insight is valuable for future research in related organic compounds and crystal engineering.
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