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Title
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Synthesis of some cyclopentenones and crystal structure of 4-hydroxy-3,4-bis(4-methoxyphenyl)-5,5-dimethyl-2-cyclopenten-1-one
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Type
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JournalPaper
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Keywords
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Aldol condensation, Cyclopentenone, Hydrogen bonds, X-ray structure determination
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Abstract
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Sodium-hydroxide-catalyzed condensation of di-p-methyl- and di-p-methoxybenzil with acetone derivatives was investigated in methanol. Di- and trisubstituted products were obtained as cyclopentenones, while tetraaryl-substituted systems were isolated as cyclopentadienones. The structures of the products were identified by elemental analysis, infrared (IR), nuclear magnetic resonance (1H NMR), and mass spectroscopy. The solid-state structure of 4-hydroxy-3,4-bis(4-methoxyphenyl)-5,5-dimethyl-2-cyclopenten-1-one was further studied by single-crystal X-ray diffraction analysis. The title compound crystallizes in an orthorhombic space group and intermolecular O–HO and C–HO hydrogen bonds stabilize the crystal lattice.
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Researchers
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Mohammad Rajabi (Not In First Six Researchers), Samira Bourghani (Fifth Researcher), Akram Ashouri (Fourth Researcher), Omid Arazi (Third Researcher), Mohsen Mousavi (Second Researcher), Katayoun Marjani (First Researcher)
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