Geometry and conformations of benzenecarboxylic acids
The geometry, conformations and energy of mono-, di-, and tri-carboxylic derivatives of benzene were studied by means of the AM1 molecular-orbital method. Whereas the species having no carboxylic groups in the ortho-position (benzoic, isophthalic, terephthalic, and trimesic acids) are planar in all...
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| Format: | Article |
| Language: | English |
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Serbian Chemical Society
2004-11-01
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| Series: | Journal of the Serbian Chemical Society |
| Subjects: | |
| Online Access: | http://www.shd.org.yu/HtDocs/SHD/Vol69/No11/V69-No11-06.pdf |
| _version_ | 1818360809028321280 |
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| author | IVAN GUTMAN DALIBOR BADJUK ZORAN MARKOVIC |
| author_facet | IVAN GUTMAN DALIBOR BADJUK ZORAN MARKOVIC |
| author_sort | IVAN GUTMAN |
| collection | DOAJ |
| description | The geometry, conformations and energy of mono-, di-, and tri-carboxylic derivatives of benzene were studied by means of the AM1 molecular-orbital method. Whereas the species having no carboxylic groups in the ortho-position (benzoic, isophthalic, terephthalic, and trimesic acids) are planar in all their (stable) conformations, those possessing carboxylic groups in the ortho-position (phthalic, 1,2,3-benzenetricarboxylic, and 1,2,4-benzenetricarboxylic acids) assume a non-planar geometry, with one carboxyl group almost orthogonal to the plane of the benzene ring. Various rotamers of each of the studied benzenecarboxylic acids have nearly the same energy. |
| first_indexed | 2024-12-13T21:06:41Z |
| format | Article |
| id | doaj.art-30408a9e250948d1972f373c0ed63bd4 |
| institution | Directory Open Access Journal |
| issn | 0352-5139 |
| language | English |
| last_indexed | 2024-12-13T21:06:41Z |
| publishDate | 2004-11-01 |
| publisher | Serbian Chemical Society |
| record_format | Article |
| series | Journal of the Serbian Chemical Society |
| spelling | doaj.art-30408a9e250948d1972f373c0ed63bd42022-12-21T23:31:28ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392004-11-016911877882Geometry and conformations of benzenecarboxylic acidsIVAN GUTMANDALIBOR BADJUKZORAN MARKOVICThe geometry, conformations and energy of mono-, di-, and tri-carboxylic derivatives of benzene were studied by means of the AM1 molecular-orbital method. Whereas the species having no carboxylic groups in the ortho-position (benzoic, isophthalic, terephthalic, and trimesic acids) are planar in all their (stable) conformations, those possessing carboxylic groups in the ortho-position (phthalic, 1,2,3-benzenetricarboxylic, and 1,2,4-benzenetricarboxylic acids) assume a non-planar geometry, with one carboxyl group almost orthogonal to the plane of the benzene ring. Various rotamers of each of the studied benzenecarboxylic acids have nearly the same energy.http://www.shd.org.yu/HtDocs/SHD/Vol69/No11/V69-No11-06.pdfbenzenecarboxylic acidsphthalic acidtrimesic acidconformationrotamer |
| spellingShingle | IVAN GUTMAN DALIBOR BADJUK ZORAN MARKOVIC Geometry and conformations of benzenecarboxylic acids Journal of the Serbian Chemical Society benzenecarboxylic acids phthalic acid trimesic acid conformation rotamer |
| title | Geometry and conformations of benzenecarboxylic acids |
| title_full | Geometry and conformations of benzenecarboxylic acids |
| title_fullStr | Geometry and conformations of benzenecarboxylic acids |
| title_full_unstemmed | Geometry and conformations of benzenecarboxylic acids |
| title_short | Geometry and conformations of benzenecarboxylic acids |
| title_sort | geometry and conformations of benzenecarboxylic acids |
| topic | benzenecarboxylic acids phthalic acid trimesic acid conformation rotamer |
| url | http://www.shd.org.yu/HtDocs/SHD/Vol69/No11/V69-No11-06.pdf |
| work_keys_str_mv | AT ivangutman geometryandconformationsofbenzenecarboxylicacids AT daliborbadjuk geometryandconformationsofbenzenecarboxylicacids AT zoranmarkovic geometryandconformationsofbenzenecarboxylicacids |