Acid-catalyzed hydrolysis of 5-substituted-1H, 3H-2,1,3-benzothiadiazole 2,2-dioxides (5-substituted benzosulfamides): kinetic behavior and mechanistic interpretations

Erturk Aliye Gediz; Bekdemir Yunus

首页> 外文期刊>Journal of Physical Organic Chemistry >Acid-catalyzed hydrolysis of 5-substituted-1H, 3H-2,1,3-benzothiadiazole 2,2-dioxides (5-substituted benzosulfamides): kinetic behavior and mechanistic interpretations

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Acid-catalyzed hydrolysis of 5-substituted-1H, 3H-2,1,3-benzothiadiazole 2,2-dioxides (5-substituted benzosulfamides): kinetic behavior and mechanistic interpretations

机译：5-取代-1H，3H-2,1,3-苯并噻二唑2,2-二氧化物（5-取代苯甲酰胺）的酸催化水解：动力学行为和机理解释

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The acid-catalyzed hydrolysis of a series of 5-substituted-1H,3H-2,1,3-benzothiadiazole 2,2-dioxides has been investigated in aqueous solutions of sulfuric, perchloric, and hydrochloric acid at 85.0 +/- 0.05 degrees C. Analysis of the kinetic data by the excess acidity method, Arrhenius parameters, the order of the catalytic effects of strong acids, the kinetic deuterium isotope effect, and the substituent effect have indicated that the hydrolysis of 5-substituted benzosulfamides 1a, 1b, 1c, 1d occur with a mechanistic switchover from A2 to A1 in the studied range: an A2 mechanism in low acidity regions and an A1 mechanism in high acid concentrations. Copyright (c) 2015 John Wiley & Sons, Ltd.

机译：在硫酸，高氯酸和盐酸的水溶液中，在85.0 +/- 0.05度的条件下，研究了一系列5取代的1H，3H-2,1,3-苯并噻二唑2,2-二氧化物的酸催化水解C.通过过量酸度法，阿伦尼乌斯（Arrhenius）参数，强酸催化作用的顺序，动力学氘同位素作用和取代基作用对动力学数据的分析表明，5-取代的苯磺酰胺1a，1b的水解1c，1d发生在研究范围内从A2到A1的机械转换：低酸度区域的A2机理和高酸浓度的A1机理。版权所有（c）2015 John Wiley＆Sons，Ltd.

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《Journal of Physical Organic Chemistry》 |2015年第5期|共7页
作者
Erturk Aliye Gediz; Bekdemir Yunus;
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中图分类有机化学一般性问题;
关键词
acid-catalyzed hydrolysis; benzosulfamides; excess acidity; kinetics; mechanism;

机译：酸催化水解苯甲磺酰胺酸度过高动力学动力学;

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1. Acid-catalyzed hydrolysis of 5-substituted-1H, 3H-2,1,3-benzothiadiazole 2,2-dioxides (5-substituted benzosulfamides): kinetic behavior and mechanistic interpretations [J] . Erturk Aliye Gediz, Bekdemir Yunus Journal of Physical Organic Chemistry . 2015,第5期

机译：5-取代-1H，3H-2,1,3-苯并噻二唑2,2-二氧化物（5-取代苯甲酰胺）的酸催化水解：动力学行为和机理解释
2. Hydrolysis of Sulfur Dioxide in Small Clusters of Sulfuric Acid: Mechanistic and Kinetic Study [J] . Jingjing Liu, Sheng Fang, Zhixiu Wang, Environmental Science & Technology . 2015,第22期

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3. Discovery of 1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide analogs as new RORC modulators [J] . Muegge Ingo, Collin Delphine, Cook Brian, Bioorganic and Medicinal Chemistry Letters . 2015,第9期

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4. Kinetics of Acid-Catalyzed Hemicellulose Hydrolysis [C] . M. Soleimani, L. Tabil, S. Panigrahi, Annual International Meeting of the American Society of Agricultural and Biological Engineers . 2009

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Acid-catalyzed hydrolysis of 5-substituted-1H, 3H-2,1,3-benzothiadiazole 2,2-dioxides (5-substituted benzosulfamides): kinetic behavior and mechanistic interpretations

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