(phthalic acid-O-)yl N-methylcarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (phthalic acid-O-)yl N-methylcarbamate
• 英文别名: 2-(Methylcarbamoyloxycarbonyl)benzoic acid；2-(methylcarbamoyloxycarbonyl)benzoic acid
• 化学式: C₁₀H₉NO₅
• 分子量: 223.185
• InChiKey: BQTAZESGMNXNDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲萘威 在 双氧水 、 铁粉 、 sodium chloride 作用下， 生成 萘酚 、 1,4-萘醌 、 (phthalic acid-O-)yl N-methylcarbamate
  参考文献：
  名称：

  Oxidation of Carbaryl in Aqueous Solution by Membrane Anodic Fenton Treatment

  摘要：

  Carbaryl, a commonly used insecticide, was used in this study as a probe to investigate a new Fenton treatment technology, ion exchange membrane anodic Fenton treatment (membrane AFT). It was found that the degradation kinetics of carbaryl by membrane AFT obeys a previously published AFT model quite well. The NaCl (electrolyte) concentration in two half-cells was optimized for two kinds of membrane. Effects of the H2O2/Fe2+ ratio and the Fenton reagent delivery rate were also investigated. The treatment efficiency for anion membrane AFT is higher than for salt-bridge AFT under the same operating conditions. Decreasing the delivery rate of Fenton reagents and increasing the treatment temperature also increase the treatment efficiency. The activation energy for carbaryl degradation by anion membrane AFT was estimated to be 14.7 kJ(.)mol(-1). 1-Naphthol, 1,4-naphthoquinone, and (phthalic acid-O)yl N-methylcarbamate were detected by GC-MS as the degradation products of carbaryl by Fenton treatment. No decrease in carbaryl degradation rate was found during repeated use (100 times) of the anion exchange membrane. High and stable treatment efficiency can be achieved using an anion exchange membrane rather than a salt-bridge in the AFT system. Because of its effectiveness and convenience, the use of an ion exchange membrane as a substitute for the salt-bridge used in the previous AFT system has brought the AFT technology a major step closer to practical application.

  DOI：

  10.1021/jf011434w

文献信息

• Oxidation of Carbaryl in Aqueous Solution by Membrane Anodic Fenton Treatment
  作者：Qiquan Wang、Ann T. Lemley

  DOI：10.1021/jf011434w

  日期：2002.4.1

  Carbaryl, a commonly used insecticide, was used in this study as a probe to investigate a new Fenton treatment technology, ion exchange membrane anodic Fenton treatment (membrane AFT). It was found that the degradation kinetics of carbaryl by membrane AFT obeys a previously published AFT model quite well. The NaCl (electrolyte) concentration in two half-cells was optimized for two kinds of membrane. Effects of the H2O2/Fe2+ ratio and the Fenton reagent delivery rate were also investigated. The treatment efficiency for anion membrane AFT is higher than for salt-bridge AFT under the same operating conditions. Decreasing the delivery rate of Fenton reagents and increasing the treatment temperature also increase the treatment efficiency. The activation energy for carbaryl degradation by anion membrane AFT was estimated to be 14.7 kJ(.)mol(-1). 1-Naphthol, 1,4-naphthoquinone, and (phthalic acid-O)yl N-methylcarbamate were detected by GC-MS as the degradation products of carbaryl by Fenton treatment. No decrease in carbaryl degradation rate was found during repeated use (100 times) of the anion exchange membrane. High and stable treatment efficiency can be achieved using an anion exchange membrane rather than a salt-bridge in the AFT system. Because of its effectiveness and convenience, the use of an ion exchange membrane as a substitute for the salt-bridge used in the previous AFT system has brought the AFT technology a major step closer to practical application.
• Competitive Degradation and Detoxification of Carbamate Insecticides by Membrane Anodic Fenton Treatment
  作者：Qiquan Wang、Ann T. Lemley

  DOI：10.1021/jf034311f

  日期：2003.8.1

  The competitive degradation of six carbamate insecticides by membrane anodic Fenton treatment (AFT), a new Fenton treatment technology, was carried out in this study. The carbamates studied were dioxacarb, carbaryl, fenobucarb, promecarb, bendiocarb, and carbofuran. The results indicate that AFT can effectively degrade these insecticides in both single component and multicomponent systems. The carbamates compete for hydroxyl radicals, and their kinetics obey the previously developed AFT kinetic model quite well. Hydroxyl radical reaction rate constants were obtained, and they decrease in the following order: dioxacarb approximate to carbaryl > fenobucarb > promecarb > bendiocarb > carbofuran. The AFT is shown to have higher treatment efficiency at higher temperature. Degradation products of the carbamates were determined by gas chromatography/mass spectrometry, and it appears that degradation can be initiated by hydroxyl radical attack at different sites in the molecule, depending on the individual structure of the compound. Substituted phenols are the commonly seen degradation products. The AFT treatment can efficiently remove the chemical oxygen demand of the carbamate mixture, significantly increasing the biodegradability. Earthworm studies show that the AFT is also an effective detoxification process.