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題 名 | Kinetics and Mechanism of Dehydrochlorination of 3-Chloro-1,5-diarylformazans and Their Mass Spectra |
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作 者 | Shawali,Ahmad S.; Abdelkhalek,Ahmad A.; Sayed,Abdelwahed R.; | 書刊名 | Journal of the Chinese Chemical Society |
卷 期 | 48:4 2001.08[民90.08] |
頁 次 | 頁693-699 |
分類號 | 346.01 |
關鍵詞 | Formazans; 1,3-Elimination; Nitrilium imides; Hammett equation; Tetrazines; |
語 文 | 英文(English) |
英文摘要 | In aqueous dioxane containing triethylamine the title 3-chloroformazans 1 are converted into the corresponding 1,4-bis(arylazo)-3,6-diaryl-1,2,4,5-tetrazines 3 via head-to-tail dimerization of the intitially formed 1,3-dipolar ions 2. The kinetics of triethylamine-catalyzed dehydrochlorination of 1 in 70% dioxane at 27 °C and ionic strength of 0.1 were studied. The rate data were linearly correlated with enhanced Hammett substituent constants sx- and an overall r value of 0.2 was determined for the variation of the N-aryl substituent. These results were interpreted in terms of a two-step mechanism. Also, the mechanisms of the unimolecular fragmentation of 1 and 3 in the mass spectrometer are discussed. |
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