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Carboxylic Acids to Methylesters: Alkylation using Diazomethane01:33

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Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
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(E)-Methyl 3-(2-nitro-benzyl-idene)dithio-carbazate.

Shang Shan1, Yu-Liang Tian, Wen-Long Wang

  • 1College of Chemical Engineering and Materials Science, Zhejiang University of Technology, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
PubMed
Summary

This study details the crystal structure of a novel organic compound, C(9)H(9)N(3)O(2)S(2). It reveals distinct molecular arrangements and hydrogen bonding patterns in its asymmetric unit, impacting crystal packing.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Crystal structure analysis provides fundamental insights into intermolecular interactions and solid-state behavior.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound, C(9)H(9)N(3)O(2)S(2).
  • To analyze the molecular geometry, including bond dimensions and dihedral angles.
  • To investigate the intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.
  • The asymmetric unit was analyzed, revealing two independent molecules (A and B).
  • Geometric parameters, such as bond lengths, angles, and dihedral angles, were precisely measured.

Main Results:

  • The asymmetric unit contains two distinct molecules, A and B, with comparable bond dimensions.
  • A significant tilt was observed between the nitro group and the aromatic ring in both molecules (dihedral angles of 32.0(1)° and 34.0(1)°).
  • Molecule B forms dimers through N-H⋯O and C-H⋯O hydrogen bonds around a center of symmetry, while molecule A does not participate in such hydrogen bonding.

Conclusions:

  • The crystal structure of C(9)H(9)N(3)O(2)S(2) exhibits unique packing features driven by specific intermolecular interactions.
  • The differential hydrogen bonding behavior of molecules A and B influences the overall crystal architecture.
  • These findings contribute to the understanding of structure-property relationships in related organic compounds.