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Trifluoroacetic anhydride-sodium iodide reagent. Nature and applications
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kudzin, Zbigniew H. Kudzin, Marcin H. Drabowicz, Józef Kotyński, Andrzej |
| Copyright Year | 2007 |
| Abstract | Trifluoroacetic anhydride - sodium iodide mixture (TFAA-NaI; TFAA-I) reacts with several compounds bearing semipolar X-O bond, usually in the mode of deoxygenation, with liberation of iodine. The results of systematic investigations of the TFAA-I-reaction with various types of S-oxo and N-oxo compounds were discussed. The majority of these reactions are characterized by quantitative course, with respect to both X-O substrate transformation as well as to the amounts of liberated iodine. On this basis, a variety of sulphoxides and sulphimides were successfully reduced to sulphides and/or arene-N-oxides to amines, using TFAA-I at ambient temperature. Arene- and alkyl-sulphonic acids were reduced to the corresponding thiol derivatives in moderate yields. Stoichiometric course of the TFAA-I reaction with several S-oxo and N-oxo compounds gave origin to their analytical determinations. Thus, due to stoichiometric amounts of iodine formed from sulphoxides, sulphimides, arene-N-oxides, nitrones and nitroxide radicals, and nitroso compounds - the TFAA-I reagent can be applied to their analytical determination (titrimetric on µmol and spectrometric on nmol scale) and/or TLC detection. |
| File Format | PDF HTM / HTML |
| DOI | 10.3998/ark.5550190.0008.610 |
| Volume Number | 2007 |
| Alternate Webpage(s) | http://www.arkat-usa.org/get-file/18865/ |
| Alternate Webpage(s) | https://doi.org/10.3998/ark.5550190.0008.610 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
