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Dimethyl 4,5-dichlorophthalate
While endeavoring to synthesize new chlorinated ligands for ruthenium-based metathesis catalysts, the title compound dimethyl 4,5-dichlorophthalate, C(10)H(8)Cl(2)O(4), was prepared from commercially available 4,5-dichlorophthalic acid in ∼77% yield. The title molecule, which also finds utility...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9462297/ https://www.ncbi.nlm.nih.gov/pubmed/36340982 http://dx.doi.org/10.1107/S2414314621010439 |
Sumario: | While endeavoring to synthesize new chlorinated ligands for ruthenium-based metathesis catalysts, the title compound dimethyl 4,5-dichlorophthalate, C(10)H(8)Cl(2)O(4), was prepared from commercially available 4,5-dichlorophthalic acid in ∼77% yield. The title molecule, which also finds utility as a precursor molecule for the synthesis of drugs used in the treatment of Alzheimer’s disease, shows one carbonyl-containing methyl ester moiety lying nearly co-planar with the chlorine-derivatized aromatic ring while the second methyl ester shows a significant deviation of 101.05 (12)° from the least-squares plane of the aromatic ring. Within the crystal, structural integrity is maintained by the concerted effects of electrostatic interactions involving the electron-deficient carbonyl carbon atom and the electron-rich aromatic ring along the a-axis direction and C—H⋯O hydrogen bonds between neighboring molecules parallel to b. [Image: see text] |
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