2-hydroxy-isoproturon

• 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: 2-hydroxy-isoproturon
• 英文别名: 3-[4-(2-Hydroxypropan-2-yl)phenyl]-1,1-dimethylurea；3-[4-(2-hydroxypropan-2-yl)phenyl]-1,1-dimethylurea
• 化学式: C₁₂H₁₈N₂O₂
• 分子量: 222.287
• InChiKey: LXNHEMJQNNQUAT-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：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  52.6
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异丙隆 在 sodium hypochlorite 作用下， 以 水 为溶剂， 生成 2-hydroxy-isoproturon
  参考文献：
  名称：

  By-products formation during degradation of isoproturon in aqueous solution. II: chlorination

  摘要：

  After a previous study in which the considered oxidant was ozone (Part I), a laboratory investigation has been carried out to study the degradation of the herbicide isoproturon during its reaction with another oxidant. i.e, chlorine, in aqueous solution (Part II; this paper). The specific aim was to identify the by-products formed. The effects of pH and the presence of bromide ions were studied. Reactions have been carried out at room temperature, in phosphate buffered aqueous solutions, at four pHs (6, 7, 8 and 9), By-products identification was first performed using relatively high initial reagent concentrations which were analytically convenient ([isoproturon] = 40 mg/l, [HClO + ClO-] = 160 mg Cl/l, [Br-] = 80 mg/l). In follow-up studies, the by-products identified during this preliminary step were searched for when using concentration values closer to those actually encountered at real water treatment plants ([isoproturon] = 0.4 and 0.004 mg/l, [HClO + ClO-] = 1.6 mg Cl/l, [Br-] = 0.8 and 0.008 mg/l). Under all of the studied conditions, the results showed that isoproturon is completely degraded and that it decays much faster in the presence of bromide. The pH has a negligible influence when bromide ions are absent. On the contrary, if bromide ions are present, the isoproturon decay is slower at higher pH values. High performance liquid chromatography-mass spectrometry (HPLC-MS) analyses have led to the identification of several by-products as a result of simultaneous oxidation and substitution reactions, both occurring on the aromatic ring of the herbicide. However, the more abundant by-products are those resulting from the oxidation of the isoproturon aromatic ring. As far as halogenated by-products are concerned, the higher the bromide ion concentration the higher the ratio of brominated to chlorinated by-products. On the basis of the analytical results, a pathway for isoproturon degradation under the studied conditions is proposed, (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0043-1354(00)00428-0

文献信息

• By-products formation during degradation of isoproturon in aqueous solution. I: ozonation
  作者：G mascolo

  DOI：10.1016/s0043-1354(00)00427-9

  日期：2001.5

  The degradation of the herbicide isoproturon during its ozonation in aqueous solution has been investigated with the aim of identifying intermediate as well as final by-products formed. Ar ambient temperature, phosphate-buffered (pH = 7) isoproturon aqueous solutions (10, 10(-1) and 10(-3) mg/l) were ozonated in a semi-batch reactor, under a continuous flow of ozonated air whose ozone concentration was 9 and 0.9 O-3/l(air),for the highest and the two lower herbicide concentrations respectively. Measured steady-state ozone concentrations during the two sets of experiments (i.e. the highest and the lower isoproturon concentration) were 1.9 and 0.7 mg O-3/l. Under all of the above conditions. isoproturon was always completely removed in a period ranging between 5 and 15 min, essentially by reacting with molecular ozone. High-performance liquid chromatography-mass spectrometry (HPLC-MS) analyses indicate that primary degradation by-products are formed either by introducing OH groups in the aromatic ring and/or in the side-chain substituents. or by breaking down the isopropyl alkyl chain. The results also show that these primary intermediates are successively degraded yielding low molecular weight compounds such as aldehydes, simple organic acids and alpha -oxo-acids, which have been identified by gas chromatography-electron capture detection (GC-ECD), ion chromatography (IC) and GC-MSI respectively. On the basis of the analytical results, a pathway for the degradation of isoproturon by ozone has been proposed. (C) 2001 Elsevier Science Ltd. Ali rights reserved.
• By-products formation during degradation of isoproturon in aqueous solution. II: chlorination
  作者：G Mascolo

  DOI：10.1016/s0043-1354(00)00428-0

  日期：2001.5

  After a previous study in which the considered oxidant was ozone (Part I), a laboratory investigation has been carried out to study the degradation of the herbicide isoproturon during its reaction with another oxidant. i.e, chlorine, in aqueous solution (Part II; this paper). The specific aim was to identify the by-products formed. The effects of pH and the presence of bromide ions were studied. Reactions have been carried out at room temperature, in phosphate buffered aqueous solutions, at four pHs (6, 7, 8 and 9), By-products identification was first performed using relatively high initial reagent concentrations which were analytically convenient ([isoproturon] = 40 mg/l, [HClO + ClO-] = 160 mg Cl/l, [Br-] = 80 mg/l). In follow-up studies, the by-products identified during this preliminary step were searched for when using concentration values closer to those actually encountered at real water treatment plants ([isoproturon] = 0.4 and 0.004 mg/l, [HClO + ClO-] = 1.6 mg Cl/l, [Br-] = 0.8 and 0.008 mg/l). Under all of the studied conditions, the results showed that isoproturon is completely degraded and that it decays much faster in the presence of bromide. The pH has a negligible influence when bromide ions are absent. On the contrary, if bromide ions are present, the isoproturon decay is slower at higher pH values. High performance liquid chromatography-mass spectrometry (HPLC-MS) analyses have led to the identification of several by-products as a result of simultaneous oxidation and substitution reactions, both occurring on the aromatic ring of the herbicide. However, the more abundant by-products are those resulting from the oxidation of the isoproturon aromatic ring. As far as halogenated by-products are concerned, the higher the bromide ion concentration the higher the ratio of brominated to chlorinated by-products. On the basis of the analytical results, a pathway for isoproturon degradation under the studied conditions is proposed, (C) 2001 Elsevier Science Ltd. All rights reserved.