Dimethyl 4,5-dichlorophthalate
While endeavoring to synthesize new chlorinated ligands for ruthenium-based metathesis catalysts, the title compound dimethyl 4,5-dichlorophthalate, C10H8Cl2O4, was prepared from commercially available 4,5-dichlorophthalic acid in ∼77% yield. The title molecule, which also finds utility as a precurs...
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International Union of Crystallography
2021
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oai:doaj.org-article:b49e1388b6484b209cc8b34ff80b6ff52021-11-12T12:26:16ZDimethyl 4,5-dichlorophthalate2414-314610.1107/S2414314621010439https://doaj.org/article/b49e1388b6484b209cc8b34ff80b6ff52021-10-01T00:00:00Zhttp://scripts.iucr.org/cgi-bin/paper?S2414314621010439https://doaj.org/toc/2414-3146While endeavoring to synthesize new chlorinated ligands for ruthenium-based metathesis catalysts, the title compound dimethyl 4,5-dichlorophthalate, C10H8Cl2O4, 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.Daniel D. HicksteinEric W. ReinheimerAdam R. JohnsonDaniel J. O'LearyInternational Union of Crystallographyarticlecrystal structurecarbonylestermetathesiscatalystCrystallographyQD901-999ENIUCrData, Vol 6, Iss 10, p x211043 (2021) |
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DOAJ |
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crystal structure carbonyl ester metathesis catalyst Crystallography QD901-999 |
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crystal structure carbonyl ester metathesis catalyst Crystallography QD901-999 Daniel D. Hickstein Eric W. Reinheimer Adam R. Johnson Daniel J. O'Leary Dimethyl 4,5-dichlorophthalate |
| description |
While endeavoring to synthesize new chlorinated ligands for ruthenium-based metathesis catalysts, the title compound dimethyl 4,5-dichlorophthalate, C10H8Cl2O4, 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. |
| format |
article |
| author |
Daniel D. Hickstein Eric W. Reinheimer Adam R. Johnson Daniel J. O'Leary |
| author_facet |
Daniel D. Hickstein Eric W. Reinheimer Adam R. Johnson Daniel J. O'Leary |
| author_sort |
Daniel D. Hickstein |
| title |
Dimethyl 4,5-dichlorophthalate |
| title_short |
Dimethyl 4,5-dichlorophthalate |
| title_full |
Dimethyl 4,5-dichlorophthalate |
| title_fullStr |
Dimethyl 4,5-dichlorophthalate |
| title_full_unstemmed |
Dimethyl 4,5-dichlorophthalate |
| title_sort |
dimethyl 4,5-dichlorophthalate |
| publisher |
International Union of Crystallography |
| publishDate |
2021 |
| url |
https://doaj.org/article/b49e1388b6484b209cc8b34ff80b6ff5 |
| work_keys_str_mv |
AT danieldhickstein dimethyl45dichlorophthalate AT ericwreinheimer dimethyl45dichlorophthalate AT adamrjohnson dimethyl45dichlorophthalate AT danieljoleary dimethyl45dichlorophthalate |
| _version_ |
1718430516986773504 |