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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-N'-[1-(4-Amino-phen-yl)ethyl-idene]benzohydrazide.
Shang Shan1, Yu-Liang Tian, Shan-Heng Wang
1College of Chemical Engineering and Materials Science, Zhejiang University of Technology, People's Republic of China.
Crystallographic analysis reveals the E configuration of a novel organic compound synthesized from benzohydrazide and 1-(4-amino-phenyl)ethanone. The structure features twisted benzene rings and intermolecular hydrogen bonding, providing insights into crystal packing. Keywords: organic compound, crystal structure, hydrogen bonding.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Benzohydrazide and 1-(4-amino-phenyl)ethanone are key precursors in organic synthesis.
- Understanding the solid-state structure of organic molecules is crucial for predicting their properties.
- Hydrogen bonding plays a significant role in crystal lattice formation and molecular assembly.
Purpose of the Study:
- To synthesize and characterize a novel organic compound.
- To determine the molecular configuration and crystal structure of the synthesized compound.
- To investigate the intermolecular interactions within the crystal lattice.
Main Methods:
- Condensation reaction between benzohydrazide and 1-(4-amino-phenyl)ethanone.
- Single-crystal X-ray diffraction for structural determination.
- Analysis of molecular geometry, bond angles, and intermolecular interactions.
Main Results:
- Successful synthesis and crystallization of the title compound C(15)H(15)N(3)O.
- The molecule adopts an E configuration around the C=N double bond.
- Crystal structure analysis revealed twisted benzene rings with dihedral angles of 18.22(12)° and 27.62(12)°.
- Intermolecular N-H⋯O and weak C-H⋯N hydrogen bonds were identified, contributing to the crystal packing.
Conclusions:
- The study provides a detailed crystallographic description of a new organic compound.
- The identified E configuration and specific dihedral angles offer insights into the molecule's conformation.
- The presence of intermolecular hydrogen bonding highlights key interactions governing the crystal structure.
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