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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)-4-Meth-oxy-2-(p-tolyl-imino-meth-yl)phenol
Summary
This study reveals that the title compound, C(15)H(15)NO(2), exists in an enol-imine tautomeric form. This structure features a strong intramolecular hydrogen bond and a nearly planar molecular geometry.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding tautomerism is crucial in organic chemistry.
- Intramolecular hydrogen bonding influences molecular conformation and properties.
Purpose of the Study:
- To elucidate the tautomeric form and crystal structure of the title compound, C(15)H(15)NO(2).
- To investigate the presence and nature of intramolecular and intermolecular interactions.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, angles, and non-covalent interactions was performed.
Main Results:
- The title compound crystallizes in the enol-imine tautomeric form.
- A strong intramolecular O-H⋯N hydrogen bond was identified, stabilizing the structure.
- The molecule exhibits a nearly planar conformation.
- Weak C-H⋯π and C-H⋯O interactions were observed in the crystal lattice.
Conclusions:
- The enol-imine tautomer is the predominant form in the solid state.
- Intramolecular hydrogen bonding plays a significant role in the observed molecular planarity.
- The crystal packing is influenced by a combination of strong and weak intermolecular forces.
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