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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Authors: | Katayoun Marjani Mohsen Mousavi Omid Arazi Akram Ashouri Samira Bourghani Mohammad Rajabi |
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Affiliation: | (1) Faculty of Chemistry, Tarbiat Moalem University, 49 Mofateh Avenue, 15614 Tehran, Iran;(2) Department of Chemistry, Islamic Azad University, Saveh Branch, P.O. Box 39187/366, Saveh, Iran; |
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Abstract: | Abstract 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–H···O and C–H···O hydrogen bonds stabilize the crystal lattice. |
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