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Updated: Jun 1, 2026
06:46
Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-2,2-Dimethyl-5-(3-phenyl-allyl-idene)-1,3-dioxane-4,6-dione.
1MicroScale Science Institute, Department of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China.
Summary
Researchers synthesized a novel compound C(15)H(14)O(4) using specific organic precursors. The crystal structure analysis revealed a sofa conformation of the dioxane ring and stabilization through hydrogen bonds.
Area of Science:
- Organic Chemistry
- Crystallography
Background:
- The synthesis of novel organic compounds is crucial for developing new materials and pharmaceuticals.
- Understanding the conformational analysis and crystal packing of organic molecules provides insights into their physical and chemical properties.
Purpose of the Study:
- To synthesize and characterize a new organic compound with the molecular formula C(15)H(14)O(4).
- To determine the three-dimensional structure and conformation of the synthesized compound in the solid state.
- To investigate the intermolecular interactions stabilizing the crystal lattice.
Main Methods:
- Chemical synthesis involving the reaction of 2,2-dimethyl-1,3-dioxane-4,6-dione with (Z)-3-phenyl-acryl-aldehyde in ethanol.
- Single-crystal X-ray diffraction analysis to elucidate the crystal structure and molecular geometry.
- Analysis of bond lengths, bond angles, and deviations from planarity to describe the molecular conformation.
- Identification and analysis of intermolecular hydrogen bonding interactions.
Main Results:
- Successful synthesis of the target compound C(15)H(14)O(4).
- The crystal structure revealed a dioxane ring adopting a sofa conformation, with a specific carbon atom forming the flap.
- A high degree of planarity was observed for most non-hydrogen atoms (r.m.s. deviation of 0.067(1) Å).
- Weak intermolecular C-H⋯O hydrogen bonds were identified as the primary stabilizing force in the crystal structure.
Conclusions:
- The study successfully synthesized and structurally characterized a novel organic compound.
- The conformational analysis confirmed a sofa conformation for the dioxane ring, influenced by methyl group substitution.
- Intermolecular hydrogen bonding plays a significant role in the crystal packing and stability of this compound.
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