Using Incoming Group 11C/14C Kinetic Isotope Effects To Model the Transition States for the SN2 Reactions between Para-Substituted Benzyl Chlorides and Labeled Cyanide Ion
| العنوان: | Using Incoming Group 11C/14C Kinetic Isotope Effects To Model the Transition States for the SN2 Reactions between Para-Substituted Benzyl Chlorides and Labeled Cyanide Ion |
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| المؤلفون: | Yao-ren Fang, Kenneth Charles Westaway, J. Persson, B. Langstrom, Olle Matsson, B. S. Axelsson |
| المصدر: | Journal of the American Chemical Society. 118:6350-6354 |
| بيانات النشر: | American Chemical Society (ACS), 1996. |
| سنة النشر: | 1996 |
| مصطلحات موضوعية: | Aqueous solution, Inorganic chemistry, Leaving group, Substituent, chemistry.chemical_element, General Chemistry, Biochemistry, Catalysis, Transition state, chemistry.chemical_compound, Colloid and Surface Chemistry, Benzyl chloride, chemistry, Kinetic isotope effect, Chlorine, SN2 reaction |
| الوصف: | A large incoming group 11C/14C kinetic isotope effect of 1.0104 ± 0.0023 has been measured for the SN2 reaction between benzyl chloride and labeled cyanide ion in 20% aqueous DMSO at 30.00 °C. These large incoming group kinetic isotope effects have also been measured for the SN2 reactions of other para-substituted benzyl chlorides with cyanide ion. A combination of the incoming group 11C/14C and chlorine (Hill J. W.; Fry, A., J. Am. Chem. Soc. 1962, 84, 2763) leaving group kinetic isotope effects have been used to model the SN2 transition states for these reactions. Adding a more electron-withdrawing para substituent to the substrate does not affect the stronger N⋮C- - -Cα reacting bond significantly but shortens the weaker Cα- - -Cl reacting bond markedly. |
| تدمد: | 1520-5126 0002-7863 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::95a42a1319675fd7112dde0ba3305086 https://doi.org/10.1021/ja951998e |
| رقم الأكسشن: | edsair.doi...........95a42a1319675fd7112dde0ba3305086 |
| قاعدة البيانات: | OpenAIRE |
Find this issue from the American Chemical Society | تدمد: | 15205126 00027863 |
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