Semi-empirical molecular orbital study on the hydrolysis reactions of perfluoroisobutene
| Autor: | R.A. van Gurp, H.P. Benschop |
|---|---|
| Rok vydání: | 1991 |
| Předmět: |
Reaction mechanism
Organic Chemistry Inorganic chemistry Hydrogen fluoride Photochemistry Biochemistry Transition state Inorganic Chemistry chemistry.chemical_compound Hydrolysis chemistry Activated charcoal Perfluoroisobutene Environmental Chemistry Molecular orbital Physical and Theoretical Chemistry Pyrolysis |
| Zdroj: | Journal of Fluorine Chemistry. 54:228 |
| ISSN: | 0022-1139 |
| Popis: | Perfluoroisobutene (PFIB,l,l,3,3,3-pentafluoro-2- trifluoromethylprop-l-ene) is a highly toxic compound causing lung damage upon inhalation. This compound is formed during the pyrolysis of various fluorine-containing materials, such as PTFE and tetrafluoroethene. The protective efficacy of activated charcoal against accidental exposure by PFIB was studied ecently 1. PFIB was shown to undergo hydrolysis reactions on water-containing charcoal surfaces, yielding mainly 1,1,1,3,3,3- hexafluoroisobutyric acid and 1,1,1,3,3,3-hexafluoro-2- trifluoromethylpropane. In this study, we addressed the reactions of PFIB with water and hydrogen fluoride using the semi-empirical AMl-method. Various reaction mechanisms were proposed and evaluated, using AMl reaction enthalpies, HOMO-LUMO energies and the location of transition states. Our results indicate that an anionic reaction mechanism is favoured energetically, due to the formation of stable perfluorocarbanions. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|