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Updated: Jun 1, 2026

08:56
Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
4-(5-Bromo-2-hydroxy-phen-yl)but-3-ene-2-one.
Summary
This study characterizes a doubly conjugated unsaturated ketone, C(10)H(9)BrO(2). The crystal structure reveals molecules forming hydrogen-bonded dimers through O-H⋯O links.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Doubly conjugated unsaturated ketones are important functional groups in organic synthesis.
- Understanding molecular geometry and intermolecular interactions is crucial for predicting chemical properties and reactivity.
Purpose of the Study:
- To determine the crystal structure of the title compound, C(10)H(9)BrO(2).
- To analyze the molecular planarity and intermolecular interactions in the solid state.
Main Methods:
- Single crystal X-ray diffraction was employed to elucidate the crystal structure.
- Analysis of atomic coordinates and bond lengths/angles to assess molecular geometry.
Main Results:
- The molecule of C(10)H(9)BrO(2) was found to be nearly planar, with a root-mean-square deviation of 0.039 Å for non-hydrogen atoms.
- In the crystal lattice, molecules aggregate into dimers through hydrogen bonding, specifically two O-H⋯O interactions across a center of inversion.
Conclusions:
- The title compound exhibits a near-planar conformation, facilitating effective electronic conjugation.
- The formation of centrosymmetric hydrogen-bonded dimers influences the packing and intermolecular forces within the crystal structure.
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