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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)-1-(2,4,6-Trimeth-oxy-phen-yl)pent-1-en-3-one
Alain Collas1, Frank Blockhuys
1Department of Chemistry, University of Antwerp, Universiteitsplein 1, B-2610 Wilrijk, Belgium.
Summary
An unintentional synthesis yielded a novel compound, C(14)H(18)O(4). Its crystal structure reveals layered sheets connected by weak hydrogen bonds and other intermolecular interactions.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Attempted synthesis of (E,E)-2,5-bis-[2-(2,4,6-trimeth-oxy-phen-yl)ethen-yl]pyrazine.
- Unintentional formation of a major product with molecular formula C(14)H(18)O(4).
Purpose of the Study:
- Characterize the unintentionally synthesized compound.
- Elucidate the crystal structure and intermolecular interactions of C(14)H(18)O(4).
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Analysis of crystal packing and intermolecular interactions (hydrogen bonds, C-H...O, O...C, C-H...π).
Main Results:
- The title compound, C(14)H(18)O(4), was successfully synthesized and characterized.
- Crystal structure analysis revealed layered sheets.
- Intermolecular interactions include weak C-H⋯O hydrogen bonds, O(methoxy)⋯C(methoxy) interactions, methoxy-methoxy dimers, and C-H⋯π interactions.
Conclusions:
- The crystal structure of C(14)H(18)O(4) exhibits a unique layered arrangement.
- The observed intermolecular interactions dictate the overall crystal packing.
- This finding provides insights into unexpected reaction outcomes and crystal engineering principles.
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