Solvolysis of (4-Nitrophenoxy)ethylene Oxides
| العنوان: | Solvolysis of (4-Nitrophenoxy)ethylene Oxides |
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| المؤلفون: | David S. Shipley, Paul Serve, Donald M. Jerina, Jane M. Sayer, Ram S. Mohan, Dale L. Whalen, Angela M. Ross |
| المصدر: | The Journal of Organic Chemistry. 59:977-983 |
| بيانات النشر: | American Chemical Society (ACS), 1994. |
| سنة النشر: | 1994 |
| مصطلحات موضوعية: | chemistry.chemical_compound, Ethylene, Ethylene oxide, chemistry, Styrene oxide, Organic Chemistry, Inorganic chemistry, Oxide, Epoxide, Hydroxide, Solvolysis, Medicinal chemistry, Styrene |
| الوصف: | (4-Nitrophenoxy)ethylene oxide (1a) (2-chloro-4-nitrophenoxy)ethylene oxide (1b), and (4-phenylphenoxy)ethylene oxide (1c) were synthesized. Rates of acid-catalyzed, noncatalyzed, and hydroxide ion-catalyzed reactions for 1a and 1b and rates of acid-catalyzed and noncatalyzed hydrolysis of 1c were measured in 0.1 M NaClO 4 solutions. Acid-catalyzed hydrolysis of 1a is ca. 6200 times faster than that of 4-nitrostyrene oxide, and that of 1c is 57 times faster than that of styrene oxide. These increased rates are attributed to stabilization of developing positive charge on the acetal carbon by the phenoxy oxygen that is present in the substituted phenoxyethylene oxides but not in the styrene oxides |
| تدمد: | 1520-6904 0022-3263 |
| DOI: | 10.1021/jo00084a012 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::abea419066e88aa2c405470087b6409a https://doi.org/10.1021/jo00084a012 |
| رقم الانضمام: | edsair.doi...........abea419066e88aa2c405470087b6409a |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15206904 00223263 |
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| DOI: | 10.1021/jo00084a012 |