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Simple aryl halides do not react with nucleophiles under normal conditions. However, the reaction can proceed under drastic conditions involving high temperatures and high pressure to give the substituted products. For example, chlorobenzene is converted to phenol using aqueous sodium hydroxide at 350 °C under high pressure by the Dow process. The reaction follows an elimination-addition mechanism involving a benzyne intermediate. Here, the chloride ion is eliminated to generate the benzyne...
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5,5'-Dichloro-2,2'-dimeth-oxy-biphen-yl.

Hans-Joachim Lehmler1, Huimin Wu, Sean Parkin

  • 1The University of Iowa, Department of Occupational and Environmental Health, Iowa City, IA 52242-5000, USA.

Acta Crystallographica. Section E, Structure Reports Online
|June 1, 2013
PubMed
Summary

This study details the molecular structure of C14H12Cl2O2, revealing a significant dihedral angle between its benzene rings. Methoxy groups exhibit slight deviations from planarity, offering insights into molecular conformation.

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Area of Science:

  • Organic Chemistry
  • Crystallography

Background:

  • Understanding molecular geometry is crucial for predicting chemical properties.
  • Dihedral angles and substituent orientations influence intermolecular interactions.

Purpose of the Study:

  • To elucidate the three-dimensional structure of the molecule C14H12Cl2O2.
  • To quantify the spatial arrangement of its constituent parts, specifically benzene rings and methoxy groups.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular structure.
  • Analysis of least-square planes and dihedral angles provided geometric insights.

Main Results:

  • The dihedral angle between the benzene rings was measured at 62.17(6)°.
  • Methoxy groups showed slight deviations from planarity with angles of 4.22(18)° and 18.82(16)°.

Conclusions:

  • The molecule C14H12Cl2O2 adopts a non-planar conformation.
  • The observed dihedral angles provide critical data for structure-activity relationship studies.