N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea | 76409-92-2

• 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: N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea
• 英文别名: N'-(3,4-dichlorophenyl)-N-methyl-N-formylurea；3-(3,4-Dichlorophenyl)-1-formyl-1-methylurea；N'-(3,4-dichloro-phenyl)-N-formyl-N-methyl-urea；N'-(3,4-Dichlor-phenyl)-N-formyl-N-methyl-harnstoff；N-[(3,4-dichlorophenyl)carbamoyl]-N-methylformamide
• CAS: 76409-92-2
• 化学式: C₉H₈Cl₂N₂O₂
• 分子量: 247.081
• InChiKey: ZMQCIZFNPLHWDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为产物：
  描述：

  敌草隆 在 α-FeOOH 、 potassium oxalate 作用下， 以 水 为溶剂， 生成 N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea
  参考文献：
  名称：

  Diuron Degradation in Irradiated, Heterogeneous Iron/Oxalate Systems:  The Rate-Determining Step

  摘要：

  The purpose of this study was to examine the various factors that control the kinetics of diuron degradation in irradiated, aerated suspensions containing goethite (alpha -FeOOH) and oxalate, in the following denoted as heterogeneous photo-Fenton systems. In these systems, attack by hydroxyl radicals (HO.) was the only pathway of diuron degradation. Studies were conducted in systems containing initially 80 or 200 mg L-1 goethite (corresponding to 0.9 or 2.25 mM total iron) and 20, 50, 75, 100, 200, and 400 muM oxalate at 3 less than or equal to 5 pH less than or equal to 6. Both oxalate concentration and pH greatly affected the rate of light-induced diuron transformation. In the presence of initial 200 muM oxalate, the rate of diuron degradation was maximal at pH 4, coinciding with the maximal extent of oxalate adsorption on the surface of goethite. At pH 4,the rate of light-induced diuron degradation increased with increasing oxalate concentration, reaching a plateau at initial 200 muM oxalate, i.e., at the oxalate solution concentration at which the extent of oxalate adsorption on the surface of goethite reached a maximum. These experimental results suggest that the rate of Fe(II)(aq) formation through photochemical reductive dissolution of goethite, with oxalate acting as electron donor, determines the kinetics of diuron degradation in these heterogeneous photo-Fenton systems.

  DOI：

  10.1021/es001324q

文献信息

• Degradation products of a phenylurea herbicide, diuron: Synthesis, ecotoxicity, and biotransformation
  作者：Céline Tixier、Martine Sancelme、Martine Sancelme、Frédérique Bonnemoy、Annie Cuer、Henri Veschambre

  DOI：10.1002/etc.5620200701

  日期：2001.7

  The degradation products of diuron (photoproducts and metabolites), already described in the literature, were synthesized in order to carry out further investigations. Their ecotoxicity was determined using the standardized Microtox test, and most of the derivatives presented a nontarget toxicity higher than that of diuron. Therefore, the biotransformation of these compounds was tested with four fungal

  为了进一步研究，合成了文献中已经描述的敌草隆降解产物（光产物和代谢物）。它们的生态毒性是使用标准化的 Microtox 测试确定的，并且大多数衍生物的非目标毒性高于敌草隆。因此，用四种真菌菌株和一种细菌菌株测试了这些化合物的生物转化，这些菌株已知对敌草隆转化有效。除 3,4-二氯苯脲外，所有的降解产物都经历了与大多数测试菌株的其他转化，但没有观察到矿化。对于他们中的许多人来说，毒性很重要的生物降解化合物是 3,4-二氯苯脲。
• Acylated isoxazolyl ureas, their preparation, herbicidal formulations containing the same, and a herbicidal method
  申请人：SHIONOGI & CO., LTD.

  公开号：EP0114456A2

  公开（公告）日：1984-08-01

  New compounds are provided of formula: in which A is hydrogen or C1-C10 acyl, B is hydrogen, C1-C5 alkyl or C1-C10 acyl, R is C3-C4 alkyl, and R1 is hydrogen, C1-C5 alkyl, C2-C5 alkenyl, C1-C5 alkoxy or phenyl, provided that either A or B is C1-C10 acyl. These compounds are useful as herbicides and may be prepared by several routes.

  提供了如下式子的新化合物：其中 A 是氢或 C1-C10酰基，B 是氢、C1-C5 烷基或 C1-C10酰基，R 是 C3-C4 烷基，R1 是氢、C1-C5 烷基、C2-C5 烯基、C1-C5 烷氧基或苯基，条件是 A 或 B 是 C1-C10酰基。 这些化合物可用作除草剂，并可通过多种途径制备。
• Photolysis of Diuron
  作者：Jaromír Jirkovský、Valérie Faure、Pierre Boule

  DOI：10.1002/(sici)1096-9063(199705)50:1<42::aid-ps557>3.0.co;2-w

  日期：1997.5
• Degradation of Diuron Photoinduced by Iron(III) in Aqueous Solution
  作者：Patrick Mazellier、Jaromir Jirkovsky、Michèle Bolte

  DOI：10.1002/(sici)1096-9063(199703)49:3<259::aid-ps526>3.0.co;2-h

  日期：1997.3

  The degradation of diuron photoinduced by iron(III) in aqueous solution has been investigated with different iron(III) species (monomeric species Fe(OH)(2+), dimeric species Fe-2(OH)(2)(4+) and water-soluble oligomeric species) under monochromatic excitation at 365 MI and under sunlight. The rate of degradation depends on the concentration in Fe(OH)(2+), the most reactive species in terms of (OH)-O-. radical formation. The major photoproduct is 3-(3,4-dichlorophenyl)-1-formyl-1-methylurea which represents more than 60% of diuron disappearance. The mechanism only involves the attack by (OH)-O-. radicals arising from iron(III) excited species. The half-lives of diuron when submitted to such a process in the environment were estimated to be 1-2 h and a few days according to the concentration of Fe(OH)(2+) (respectively 70% and <10% of total iron(III) concentration).
• Diuron Degradation in Irradiated, Heterogeneous Iron/Oxalate Systems:  The Rate-Determining Step
  作者：Patrick Mazellier、Barbara Sulzberger

  DOI：10.1021/es001324q

  日期：2001.8.1

  The purpose of this study was to examine the various factors that control the kinetics of diuron degradation in irradiated, aerated suspensions containing goethite (alpha -FeOOH) and oxalate, in the following denoted as heterogeneous photo-Fenton systems. In these systems, attack by hydroxyl radicals (HO.) was the only pathway of diuron degradation. Studies were conducted in systems containing initially 80 or 200 mg L-1 goethite (corresponding to 0.9 or 2.25 mM total iron) and 20, 50, 75, 100, 200, and 400 muM oxalate at 3 less than or equal to 5 pH less than or equal to 6. Both oxalate concentration and pH greatly affected the rate of light-induced diuron transformation. In the presence of initial 200 muM oxalate, the rate of diuron degradation was maximal at pH 4, coinciding with the maximal extent of oxalate adsorption on the surface of goethite. At pH 4,the rate of light-induced diuron degradation increased with increasing oxalate concentration, reaching a plateau at initial 200 muM oxalate, i.e., at the oxalate solution concentration at which the extent of oxalate adsorption on the surface of goethite reached a maximum. These experimental results suggest that the rate of Fe(II)(aq) formation through photochemical reductive dissolution of goethite, with oxalate acting as electron donor, determines the kinetics of diuron degradation in these heterogeneous photo-Fenton systems.