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Can an Amine Be a Weaker and a Stronger Base at the Same Time? Curious Cases of Chameleonic Ionization
[Image: see text] We discovered an anomalous basic dissociation in certain multiprotic compounds. An amine group placed in the middle of a given compound is predicted to behave unusually—at certain pH ranges, its averaged degree of protonation actually increases with pH (!) resulting from interactio...
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
American Chemical Society
2023
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| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10683473/ https://www.ncbi.nlm.nih.gov/pubmed/38034037 http://dx.doi.org/10.1021/acsphyschemau.3c00029 |
| Sumario: | [Image: see text] We discovered an anomalous basic dissociation in certain multiprotic compounds. An amine group placed in the middle of a given compound is predicted to behave unusually—at certain pH ranges, its averaged degree of protonation actually increases with pH (!) resulting from interactions with other ionizable groups. This chameleonic behavior results in two pK(50) values: one corresponding to a weaker base and the other to a stronger base for the same group. |
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