2,3,6-trichloro-4-(3',3'-dichloroallyloxy)phenol | 1227674-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,6-trichloro-4-(3',3'-dichloroallyloxy)phenol
• 英文别名: 2,3,6-Trichloro-4-(3,3-dichloroprop-2-enoxy)phenol
• CAS: 1227674-98-7
• 化学式: C₉H₅Cl₅O₂
• 分子量: 322.403
• InChiKey: QMVUQQDFWTXAGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,6-trichloro-4-(3',3'-dichloroallyloxy)phenol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.0h， 生成 2-(4-(3-(2,3,6-trichloro-4-((3,3-dichloroallyl)oxy)phenoxy)propoxy)phenoxy)-5-(trifluoromethyl)pyridine
  参考文献：
  名称：

  Design, synthesis and insecticidal evaluation of aryloxy dihalopropene derivatives

  摘要：

  Plutella xylostella (P. xylostella) is a highly migratory, cosmopolitan species and one of the most important pest of cruciferous crops worldwide. Pyridalyl as a novel class of insecticides has good efficacy against P. xylostella. On the basis of the commercial insecticide pyridalyl, a series of new aryloxy dihalopropene derivatives were designed and synthesized by using Intermediate Derivatization Methods. Their chemical structures were confirmed by H-1 NMR, high-resolution mass spectrum (HRMS), and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds against P. xylostella were evaluated. The results of bioassays indicated that most of the compounds showed moderate to high activities at the tested concentration, especially compounds 10e and 10g displayed more than 75% insecticidal activity against P. xylostella at 6.25 mg/L, while pyridalyl showed 50% insecticidal activity at the same concentration. The field trials result of the insecticidal activities showed that compound 10e as a 10% emulsifiable concentrate (EC) was effective in the control of P. xylostella at 75-150 g a. i./ha, and the mortality of P. xylostella for treatment with compound 10e at 75 g a. i./ha was equivalent to pyridalyl at 105 g a.i./ha. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.030
• 作为产物：
  描述：

  对苯二酚 在 磺酰氯 、 potassium carbonate 、 二正丁胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 6.0h， 生成 2,3,6-trichloro-4-(3',3'-dichloroallyloxy)phenol
  参考文献：
  名称：

  Design, synthesis and insecticidal evaluation of aryloxy dihalopropene derivatives

  摘要：

  Plutella xylostella (P. xylostella) is a highly migratory, cosmopolitan species and one of the most important pest of cruciferous crops worldwide. Pyridalyl as a novel class of insecticides has good efficacy against P. xylostella. On the basis of the commercial insecticide pyridalyl, a series of new aryloxy dihalopropene derivatives were designed and synthesized by using Intermediate Derivatization Methods. Their chemical structures were confirmed by H-1 NMR, high-resolution mass spectrum (HRMS), and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds against P. xylostella were evaluated. The results of bioassays indicated that most of the compounds showed moderate to high activities at the tested concentration, especially compounds 10e and 10g displayed more than 75% insecticidal activity against P. xylostella at 6.25 mg/L, while pyridalyl showed 50% insecticidal activity at the same concentration. The field trials result of the insecticidal activities showed that compound 10e as a 10% emulsifiable concentrate (EC) was effective in the control of P. xylostella at 75-150 g a. i./ha, and the mortality of P. xylostella for treatment with compound 10e at 75 g a. i./ha was equivalent to pyridalyl at 105 g a.i./ha. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.030