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Dimethyl 4,5-di-chloro-phthalate.

Daniel D Hickstein1, Eric W Reinheimer2, Adam R Johnson3

  • 1Department of Chemistry, Pomona College, 645 N. College Ave., Claremont, CA 91711, USA.

Iucrdata
|November 7, 2022
PubMed
Summary
This summary is machine-generated.

Dimethyl 4,5-di-chloro-phthalate was synthesized for ruthenium catalysts and Alzheimer's disease drug development. Its crystal structure reveals specific ester group orientations and intermolecular interactions, impacting its chemical properties.

Keywords:
carbon­ylcatalystcrystal structureestermetathesis

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Catalysis

Background:

  • Ruthenium-based metathesis catalysts are crucial in organic synthesis.
  • Chlorinated organic compounds serve as valuable ligands and precursors.
  • Alzheimer's disease drug development requires novel molecular scaffolds.

Purpose of the Study:

  • To synthesize dimethyl 4,5-di-chloro-phthalate as a potential ligand for ruthenium catalysts.
  • To explore the utility of the synthesized compound as a precursor for Alzheimer's disease therapeutics.
  • To elucidate the crystal structure and intermolecular interactions of dimethyl 4,5-di-chloro-phthalate.

Main Methods:

  • Chemical synthesis of dimethyl 4,5-di-chloro-phthalate from 4,5-di-chloro-phthalic acid.
  • Yield determination (approximately 77%).
  • X-ray crystallography to analyze molecular structure and crystal packing.

Main Results:

  • Successful synthesis of dimethyl 4,5-di-chloro-phthalate.
  • Structural analysis revealed distinct orientations of the two methyl ester groups relative to the aromatic ring.
  • Crystal structure is stabilized by electrostatic interactions and C-H⋯O hydrogen bonds.

Conclusions:

  • Dimethyl 4,5-di-chloro-phthalate is a viable precursor for metathesis catalysts and potential pharmaceuticals.
  • The observed structural features influence the molecule's chemical behavior and potential applications.
  • Understanding crystal packing provides insights into intermolecular forces and material properties.