3,5-二氯-4-(3-溴丙氧基)-1-(3,3-二氯-2-丙烯氧基)苯 | 178043-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-二氯-4-(3-溴丙氧基)-1-(3,3-二氯-2-丙烯氧基)苯
• 英文名称: 3,5-dichloro-4-(3-bromopropyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene
• 英文别名: 2-(3-bromopropoxy)-1,3-dichloro-5-((3,3-dichloroallyl)oxy)benzene；2-(3-bromopropoxy)-1,3-dichloro-5-(3,3-dichloroallyloxy)benzene；1-(3-bromopropyloxy)-2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)benzene；3,5-dichloro-4-(3-bromopropoxy)-1-(3,3-dichloro-2-propenyloxy)benzene；4-(3-bromoprop-1-yloxy)-3,5-dichloro-1-(3,3-dichloro-prop-2-en-1-yloxy)-benzene；1-[4-(3,3-Dichloroprop-2-enyloxy)-2,6-dichlorophenoxy]-3-bromopropane；2-(3-bromopropoxy)-1,3-dichloro-5-(3,3-dichloroprop-2-enoxy)benzene
• CAS: 178043-45-3
• 化学式: C₁₂H₁₁BrCl₄O₂
• 分子量: 408.934
• InChiKey: ZAOCFDOIPFIQNS-UHFFFAOYSA-N

物化性质

• 沸点：
  486.8±45.0 °C(Predicted)
• 密度：
  1.592±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-二氯-4-(3-溴丙氧基)-1-(3,3-二氯-2-丙烯氧基)苯 在 potassium carbonate 、 苯甲酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到3,5-dichloro-4-(3-benzoyloxypropyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene
  参考文献：
  名称：

  Dihalopropene compounds, insecticides containing them as active

  摘要：

  本发明提供了一般式为：##STR1##的二卤代丙烯化合物，其中R.sub.1为C.sub.1-C.sub.10烷基或类似物；L为C(.dbd.O)NH或类似物；R.sub.2、R.sub.3和R.sub.4独立地为卤素或类似物；R.sub.5、R.sub.6和R.sub.7独立地为氢或类似物；m为0至4的整数；n为0至2的整数；X为氯或类似物；Y为氧或类似物；Z为氧或类似物，具有优异的杀虫活性，因此对有害昆虫的控制非常有效。

  公开号：

  US05952386A1
• 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 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 7.0h， 生成 3,5-二氯-4-(3-溴丙氧基)-1-(3,3-二氯-2-丙烯氧基)苯
  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

文献信息

• Dihalopropene compounds, insecticidal/acaricidal agents containing same,
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05872137A1

  公开（公告）日：1999-02-16

  The dihalopropene compounds of the general formula \x9bI! have excellent insecticidal/acaricidal activity, so that they are satisfactorily effective for the control of noxious insects, mites and ticks.

  通用公式\x9bI!的二卤代丙烯化合物具有出色的杀虫/杀螨活性，因此它们对有害昆虫、螨和蜱的控制效果令人满意。
• Design, Synthesis and Bioactivities of Novel Dichloro-Allyloxy-Phenol-Containing Pyrazole Oxime Derivatives
  作者：Hong Dai、Linyu Ye、Huiyang Zhuang、Baojiang Dai、Yuan Fang、Yujun Shi

  DOI：10.3390/molecules201219811

  日期：——

  In this study, in order to find novel biologically active pyrazole oxime compounds, a number of dichloro-allyloxy-phenol-containing pyrazole oximes were designed and synthesized according to the method of active group combination. All of the target compounds were confirmed by 1H-NMR, 13C-NMR and elemental analysis. In addition, bioassays showed that all of the newly synthesized compounds had no acaricidal activity against Tetranychus cinnabarinus and low insecticidal activity against Aphis craccivora at tested concentrations. However, most of them displayed excellent insecticidal activity against Oriental armyworm at a concentration of 500 μg/mL, and some designed compounds still exhibited potent insecticidal activity against Oriental armyworm even at the dose of 20 μg/mL, especially compounds 7f, 7n and 7p had 100%, 90% and 90% inhibition rates, respectively, which were comparable to that of the control pyridalyl.

  在本研究中，为了寻找新型生物活性吡唑肟化合物，根据活性基团组合的方法设计并合成了多种含有二氯烯丙氧基苯酚的吡唑肟类化合物。所有目标化合物均通过1H-NMR、13C-NMR和元素分析得到确认。此外，生物测定显示，所有新合成的化合物对朱砂叶螨无杀螨活性，对豌豆蚜的杀虫活性较低（测试浓度下）。然而，它们大多数在500 μg/mL浓度下对东方粘虫显示出优异的杀虫活性，其中某些设计化合物甚至在20 μg/mL剂量下仍对东方粘虫表现出强效的杀虫活性，特别是化合物7f、7n和7p分别达到了100%、90%和90%的抑制率，这些结果与对照化合物pyridalyl相媲美。
• Oxime compounds, their use, and intermediates for their production
  申请人：Sumitomo Chemical Company, Limited

  公开号：US20020019569A1

  公开（公告）日：2002-02-14

  Oxime compounds of formula (1) 1 wherein R 1 , R 2 , and R 3 are independently halogen, C 1 -C 3 alkyl, C 1 -C 3 halolalkyl, C 1 -C 3 alkoxy, C 1 -C 3 haloalkoxy, nitro, or cyano; R 4 is 3,3-dihalogeno-2-propenyl; a is an integer of 0 to 2; Y is oxygen, sulfur, or NH; Z is oxygen, sulfur, or NR 5 wherein R 5 is hydrogen, acetyl, or C 1 -C 3 alkyl; and X is of formula (2) 2 insecticidal/acaricidal agents containing them as active ingredients; and intermediates for their production.

  式（1）中的肟化合物，其中R1、R2和R3分别独立地是卤素、C1-C3烷基、C1-C3卤代烷基、C1-C3烷氧基、C1-C3卤代烷氧基、硝基或氰基；R4是3,3-二卤代-2-丙烯基；a是0到2的整数；Y是氧、硫或NH；Z是氧、硫或NR5，其中R5是氢、乙酰基或C1-C3烷基；X是式（2）的化合物；含有它们作为活性成分的杀虫/杀螨剂；以及它们的生产中间体。
• ARYLOXY DIHALOPROPENYL ETHER COMPOUNDS AND USES THEREOF
  申请人：Liu Changling

  公开号：US20130303541A1

  公开（公告）日：2013-11-14

  The present invention discloses an aryloxy dihalopropenyl ether compound with the structure shown as general formula (I), of which the group definitions can be seen in the specification. The present invention also discloses the use of the compound with general formula (I) as an insecticide in the agricultural field and an insecticidal composition using the compound with general formula (I) as an active component.

  本发明揭示了一种具有通用式(I)所示结构的芳氧基二卤代丙烯醚化合物，其中群定义可在说明书中看到。本发明还揭示了将具有通用式(I)的化合物用作农业领域中的杀虫剂，以及使用具有通用式(I)的化合物作为活性成分的杀虫组合物。
• 二氯丙烯基苯醚类化合物的制备方法及其应用
  申请人：南通大学

  公开号：CN104326986B

  公开（公告）日：2016-05-04

  本发明涉及一种二氯丙烯基苯醚类化合物(Ⅰ)的制备方法及其应用。以含氮杂环(Ⅱ)与含二氯丙烯的端基溴代化合物(Ⅲ)缩合得到。所述二氯丙烯基苯醚类化合物I对有害昆虫具有效的防治效果，该化合物可用于制备农业、园艺等领域的杀虫剂。。