Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses
2-Trichloromethylbenzimidazole (TCMB) was used as a chromogenic reagent in organic or inorganic analysis, mainly in thin-layer chromatography (TLC). In reactions of TCMB with some heteroaromatic nitrogen containing compounds, such as azines, azoles and benzazoles, a formation of high colored product...
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| Format: | Article |
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Wiley
2012-01-01
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| Series: | Journal of Analytical Methods in Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2012/650150 |
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| author | Leszek Konopski Anna Kiełczewska |
| author_facet | Leszek Konopski Anna Kiełczewska |
| author_sort | Leszek Konopski |
| collection | DOAJ |
| description | 2-Trichloromethylbenzimidazole (TCMB) was used as a chromogenic reagent in organic or inorganic analysis, mainly in thin-layer chromatography (TLC). In reactions of TCMB with some heteroaromatic nitrogen containing compounds, such as azines, azoles and benzazoles, a formation of high colored products occurred. For azines, the chromogenic reaction was highly regioselective, since the both adjacent α-positions versus the nitrogen atom(s) must not be substituted. A TLC method of detection was developed. Thirty azines, azoles, and benzazoles were detected at the detection limit 10 ng to 1 μg. This method was also applied for detection of heteroaromatic pesticides, and the attempts to construct active and passive dosimeters for nicotine were made. In a prechromatographic reaction of aromatic o-diamines with methyl trichloroacetimidate, TCMB or its derivatives were formed in situ. Followed by TLC and visualization in pyridine vapors, this procedure was applied for detection of o-phenylenediamine derivatives. The reaction product of TCMB and pyridine (LI Complex) was identified and fully characterized. Two different reaction mechanisms: with electron deficient basic heteroaromatic compounds, like pyridine, and with more acidic compounds, for example, pyrrole, were discussed. In aqueous solutions, the LI Complex may be also used as a new indicator for complexometric, adsorption and acid-base titration of inorganic compounds. |
| format | Article |
| id | doaj-art-2a560bf054b846ddb175e7bdcac7f555 |
| institution | Kabale University |
| issn | 2090-8865 2090-8873 |
| language | English |
| publishDate | 2012-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Analytical Methods in Chemistry |
| spelling | doaj-art-2a560bf054b846ddb175e7bdcac7f5552025-02-03T05:46:48ZengWileyJournal of Analytical Methods in Chemistry2090-88652090-88732012-01-01201210.1155/2012/650150650150Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical UsesLeszek Konopski0Anna Kiełczewska1Analytical Department, Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, PolandAnalytical Department, Institute of Industrial Organic Chemistry, Annopol 6, 03-236 Warsaw, Poland2-Trichloromethylbenzimidazole (TCMB) was used as a chromogenic reagent in organic or inorganic analysis, mainly in thin-layer chromatography (TLC). In reactions of TCMB with some heteroaromatic nitrogen containing compounds, such as azines, azoles and benzazoles, a formation of high colored products occurred. For azines, the chromogenic reaction was highly regioselective, since the both adjacent α-positions versus the nitrogen atom(s) must not be substituted. A TLC method of detection was developed. Thirty azines, azoles, and benzazoles were detected at the detection limit 10 ng to 1 μg. This method was also applied for detection of heteroaromatic pesticides, and the attempts to construct active and passive dosimeters for nicotine were made. In a prechromatographic reaction of aromatic o-diamines with methyl trichloroacetimidate, TCMB or its derivatives were formed in situ. Followed by TLC and visualization in pyridine vapors, this procedure was applied for detection of o-phenylenediamine derivatives. The reaction product of TCMB and pyridine (LI Complex) was identified and fully characterized. Two different reaction mechanisms: with electron deficient basic heteroaromatic compounds, like pyridine, and with more acidic compounds, for example, pyrrole, were discussed. In aqueous solutions, the LI Complex may be also used as a new indicator for complexometric, adsorption and acid-base titration of inorganic compounds.http://dx.doi.org/10.1155/2012/650150 |
| spellingShingle | Leszek Konopski Anna Kiełczewska Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses Journal of Analytical Methods in Chemistry |
| title | Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses |
| title_full | Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses |
| title_fullStr | Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses |
| title_full_unstemmed | Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses |
| title_short | Application of 2-Trichloromethylbenzimidazole in Analytical Chemistry: A Highly Selective Chromogenic Reagent for Thin-Layer Chromatography and Some Other Analytical Uses |
| title_sort | application of 2 trichloromethylbenzimidazole in analytical chemistry a highly selective chromogenic reagent for thin layer chromatography and some other analytical uses |
| url | http://dx.doi.org/10.1155/2012/650150 |
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