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Related Experiment Video

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Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
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Published on: November 23, 2016

N-(3,5-Dimeth-oxy-phen-yl)benzamide.

Hong-Lei Li1, Jiang-Tao Cui

  • 1Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing 210093, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|August 13, 2011
PubMed
Summary
This summary is machine-generated.

Researchers synthesized a novel compound, C(15)H(15)NO(3), using benzoyl chloride and 3,5-dimeth-oxy-aniline. Crystal analysis revealed specific molecular geometry and intermolecular interactions, forming dimers in the solid state.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Molecular Structure

Background:

  • The synthesis and structural characterization of novel organic compounds are fundamental to advancing chemical knowledge.
  • Understanding molecular geometry and intermolecular forces is crucial for predicting material properties and designing new substances.

Purpose of the Study:

  • To synthesize and characterize a new compound with the molecular formula C(15)H(15)NO(3).
  • To elucidate the molecular structure, including planarity and dihedral angles, of the synthesized compound.
  • To investigate the crystal packing and intermolecular interactions present in the solid state.

Main Methods:

  • Chemical synthesis involving the reaction of benzoyl chloride with 3,5-dimeth-oxy-aniline in dioxane.
  • Single-crystal X-ray diffraction analysis to determine the three-dimensional molecular structure and crystal arrangement.
  • Analysis of bond parameters, torsion angles, and intermolecular interactions (N-H⋯O).

Main Results:

  • Successful synthesis of the target compound C(15)H(15)NO(3).
  • The dimeth-oxy-phen-yl-amide moiety exhibits near planarity with a C-N-C=O torsion angle of -4.1°.
  • The two benzene rings are oriented at an angle of 76.66°, and centrosymmetric dimers are formed via intermolecular N-H⋯O interactions in the crystal.

Conclusions:

  • The study successfully synthesized and characterized a novel organic compound.
  • The determined molecular structure provides insights into the conformational preferences and electronic interactions within the molecule.
  • The formation of dimers through hydrogen bonding highlights the importance of intermolecular forces in dictating crystal architecture.