Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid.
A comprehensive investigation of anhydrous form of 3,4,5-Triacetoxybenzoic acid (TABA) is reported. Single crystal X-ray diffraction, Thermal analysis, Fourier Transform Infrared spectroscopy (FTIR) and DFT calculations were applied for TABA characterization. This anhydrous phase crystallizes in the...
| Main Authors: | , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Public Library of Science (PLoS)
2016-01-01
|
| Series: | PLoS ONE |
| Online Access: | http://europepmc.org/articles/PMC4927074?pdf=render |
| _version_ | 1818909001148006400 |
|---|---|
| author | Paulo S Carvalho Leonardo R Almeida João H Araújo Neto Ana Carolina Q D Medina Antonio C S Menezes José E F Sousa Solemar S Oliveira Ademir J Camargo Hamilton B Napolitano |
| author_facet | Paulo S Carvalho Leonardo R Almeida João H Araújo Neto Ana Carolina Q D Medina Antonio C S Menezes José E F Sousa Solemar S Oliveira Ademir J Camargo Hamilton B Napolitano |
| author_sort | Paulo S Carvalho |
| collection | DOAJ |
| description | A comprehensive investigation of anhydrous form of 3,4,5-Triacetoxybenzoic acid (TABA) is reported. Single crystal X-ray diffraction, Thermal analysis, Fourier Transform Infrared spectroscopy (FTIR) and DFT calculations were applied for TABA characterization. This anhydrous phase crystallizes in the triclinic [Formula: see text] space group (Z' = 1) and its packing shows a supramolecular motif in a classical [Formula: see text] ring formed by acid-acid groups association. The phase stability is accounted in terms of supramolecular architecture and its thermal behaviour. Conformation search at B3LYP/6-311++G(2d,p) level of theory shows the existence of three stable conformers and the most stable conformation was found experimentally. The reactivity of TABA was investigated using the molecular orbital theory and molecular electrostatic potential. The calculation results were used to simulate the infrared spectrum. There is a good agreement between calculated and experimental IR spectrum, which allowed the assignment of the normal vibrational modes. |
| first_indexed | 2024-12-19T22:19:58Z |
| format | Article |
| id | doaj.art-b4af8aad40d6451b9434ba3afcc59fa0 |
| institution | Directory Open Access Journal |
| issn | 1932-6203 |
| language | English |
| last_indexed | 2024-12-19T22:19:58Z |
| publishDate | 2016-01-01 |
| publisher | Public Library of Science (PLoS) |
| record_format | Article |
| series | PLoS ONE |
| spelling | doaj.art-b4af8aad40d6451b9434ba3afcc59fa02022-12-21T20:03:40ZengPublic Library of Science (PLoS)PLoS ONE1932-62032016-01-01116e015802910.1371/journal.pone.0158029Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid.Paulo S CarvalhoLeonardo R AlmeidaJoão H Araújo NetoAna Carolina Q D MedinaAntonio C S MenezesJosé E F SousaSolemar S OliveiraAdemir J CamargoHamilton B NapolitanoA comprehensive investigation of anhydrous form of 3,4,5-Triacetoxybenzoic acid (TABA) is reported. Single crystal X-ray diffraction, Thermal analysis, Fourier Transform Infrared spectroscopy (FTIR) and DFT calculations were applied for TABA characterization. This anhydrous phase crystallizes in the triclinic [Formula: see text] space group (Z' = 1) and its packing shows a supramolecular motif in a classical [Formula: see text] ring formed by acid-acid groups association. The phase stability is accounted in terms of supramolecular architecture and its thermal behaviour. Conformation search at B3LYP/6-311++G(2d,p) level of theory shows the existence of three stable conformers and the most stable conformation was found experimentally. The reactivity of TABA was investigated using the molecular orbital theory and molecular electrostatic potential. The calculation results were used to simulate the infrared spectrum. There is a good agreement between calculated and experimental IR spectrum, which allowed the assignment of the normal vibrational modes.http://europepmc.org/articles/PMC4927074?pdf=render |
| spellingShingle | Paulo S Carvalho Leonardo R Almeida João H Araújo Neto Ana Carolina Q D Medina Antonio C S Menezes José E F Sousa Solemar S Oliveira Ademir J Camargo Hamilton B Napolitano Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. PLoS ONE |
| title | Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. |
| title_full | Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. |
| title_fullStr | Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. |
| title_full_unstemmed | Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. |
| title_short | Structural and Theoretical Investigation of Anhydrous 3,4,5-Triacetoxybenzoic Acid. |
| title_sort | structural and theoretical investigation of anhydrous 3 4 5 triacetoxybenzoic acid |
| url | http://europepmc.org/articles/PMC4927074?pdf=render |
| work_keys_str_mv | AT pauloscarvalho structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT leonardoralmeida structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT joaoharaujoneto structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT anacarolinaqdmedina structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT antoniocsmenezes structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT joseefsousa structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT solemarsoliveira structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT ademirjcamargo structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid AT hamiltonbnapolitano structuralandtheoreticalinvestigationofanhydrous345triacetoxybenzoicacid |