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Ethyl 3,5‐dimethyl‐4‐phenyl‐1H‐pyrrole‐2‐carboxylate
Authors:Jos Antnio Paixo  Manuela Ramos Silva  Ana Matos Beja  Abílio J F N Sobral  Susana H Lopes  A M d'A Rocha Gonsalves
Institution:José António Paixão,Manuela Ramos Silva,Ana Matos Beja,Abílio J. F. N. Sobral,Susana H. Lopes,A. M. d'A. Rocha Gonsalves
Abstract:In the title compound, C15H17NO2, the ethoxy­carbonyl group is anti with respect to the pyrrole N atom. The angle between the planes of the phenyl and pyrrole rings is 48.26 (9)°. The mol­ecules are joined into dimeric units by a strong hydrogen bonds between pyrrole N—H groups and carbonyl O atoms. The geometry of the isolated mol­ecule was studied by ab initio quantum mechanical calculations, employing both molecular orbital Hartree–Fock (MO–HF) and density functional theory (DFT) methods. The minimum energy was achieved for a conformation where the angle between the planes of the phenyl and pyrrole rings is larger, and that between the ethoxy­carbonyl and pyrrole planes is smaller than in the solid‐state mol­ecule.
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