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Updated: Jun 1, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
1-(3-Amino-1H-inden-2-yl)ethanone
1Ordered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China.
A novel compound, C(11)H(11)NO, was synthesized using 2-(bromo-meth-yl)benzonitrile and acetyl-acetone. Crystal analysis revealed intermolecular hydrogen bonds forming chains, with weak C-H⋯π interactions further linking these structures.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Benzonitrile derivatives are important in organic synthesis.
- Understanding intermolecular forces is crucial for crystal engineering.
- Acetyl-acetone is a versatile diketone ligand.
Purpose of the Study:
- To synthesize and characterize a novel organic compound.
- To investigate the crystal structure and intermolecular interactions.
- To explore the potential applications of the synthesized molecule.
Main Methods:
- Synthesis of the title compound C(11)H(11)NO via reaction of 2-(bromo-meth-yl)benzonitrile and acetyl-acetone.
- Potassium hydroxide (KOH) used as a catalyst.
- X-ray crystallography to determine the crystal structure and analyze intermolecular interactions.
Main Results:
- The title compound, C(11)H(11)NO, was successfully synthesized.
- Crystal structure analysis revealed the formation of chains through intermolecular N-H⋯O hydrogen bonds along the b axis.
- Weak C-H⋯π interactions were observed between centrosymmetrically-related chains.
Conclusions:
- The synthesis of the novel compound C(11)H(11)NO was achieved.
- The crystal packing is dominated by intermolecular hydrogen bonding, forming one-dimensional chains.
- Further weak interactions contribute to the overall crystal architecture, offering insights into molecular assembly.
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