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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
(E)-2-Chloro-N'-(2-hydr-oxy-1-naphthyl-methyl-ene)benzohydrazide
1Department of Pharmacy, The Sheng Jing Hospital of Chinese Medical University, Shenyang 110004, People's Republic of China.
This study details the crystal structure of a new Schiff base, C(18)H(13)ClN(2)O(2). It reveals specific molecular configurations and hydrogen bonding patterns that stabilize the crystal lattice.
Area of Science:
- Organic Chemistry
- Crystallography
- Materials Science
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Understanding the crystal structure of novel Schiff bases is crucial for predicting their properties and potential uses.
Purpose of the Study:
- To elucidate the three-dimensional molecular structure of a newly synthesized Schiff base, C(18)H(13)ClN(2)O(2).
- To investigate the intermolecular interactions, including hydrogen bonding, that govern the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, dihedral angles, and hydrogen bonding networks.
Main Results:
- The crystal structure of C(18)H(13)ClN(2)O(2) was successfully determined.
- A dihedral angle of 22.5(2)° was observed between the benzene and naphthyl ring systems.
- The molecule exhibits an E configuration around the C=N bond and an intramolecular hydrogen bond.
- Intermolecular N-H⋯O hydrogen bonds form one-dimensional chains along the a axis.
Conclusions:
- The study provides a detailed structural characterization of the new Schiff base.
- The identified hydrogen bonding network explains the observed one-dimensional chain formation in the crystal.
- This structural information is valuable for the design of new materials based on Schiff bases.
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Reactions at the Benzylic Position: Halogenation
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E2 Reaction: Kinetics and Mechanism

