کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
4767672 | 1424139 | 2016 | 7 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Direct Reduction of 1-Bromo-6-chlorohexane and 1-Chloro-6-iodohexane at Silver Cathodes in Dimethylformamide
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موضوعات مرتبط
مهندسی و علوم پایه
مهندسی شیمی
مهندسی شیمی (عمومی)
پیش نمایش صفحه اول مقاله
چکیده انگلیسی
Cyclic voltammetry and controlled-potential (bulk) electrolyses have been employed to probe the electrochemical reductions of 1-bromo-6-chlorohexane and 1âchloro-6-iodohexane at silver cathodes in dimethylformamide (DMF) containing 0.050Â M tetra-n-butylammonium tetrafluoroborate (TBABF4). A cyclic voltammogram for reduction of 1-bromo-6-chlorohexane shows a single major irreversible cathodic peak, whereas reduction of 1-chloro-6-iodohexane gives rise to a pair of irreversible cathodic peaks. Controlled-potential (bulk) electrolyses of 1-bromo-6-chlorohexane at a silver gauze cathode reveal that the process involves a two-electron cleavage of the carbon-bromine bond to afford 1-chlorohexane as the major product, along with 6-chloro-1-hexene, nâhexane, 1âhexene, and 1,5-hexadiene as minor species. In contrast, bulk electrolyses of 1-chloro-6-iodohexane indicate that the first voltammetric peak corresponds to a one-electron process, leading to production of a dimer (1,12-dichlorododecane) together with 1-chlorohexane and 6-chloro-1-hexene as well as 1âhexene and 1,5-hexadiene in trace amounts. At potentials corresponding to the second cathodic peak, reduction of 1-chloro-6-iodohexane is a mixture of one- and two-electron steps that yields the same set of products, but in different proportions. Mechanistic schemes are proposed to explain the electrochemical behavior of both 1âbromo-6-chlorohexane and 1-chloro-6-iodohexane.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Electrochimica Acta - Volume 218, 10 November 2016, Pages 311-317
Journal: Electrochimica Acta - Volume 218, 10 November 2016, Pages 311-317
نویسندگان
John A. Rose, Caitlyn M. McGuire, Angela M. Hansen, Jonathan A. Karty, Mohammad S. Mubarak, Dennis G. Peters,