3-{2,6-二氯-4-[(3,3-二氯-2-丙烯-1-基)氧基]苯氧基}-1-丙醇 | 178043-48-6

• 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-{2,6-二氯-4-[(3,3-二氯-2-丙烯-1-基)氧基]苯氧基}-1-丙醇
• 英文名称: 3,5-dichloro-4-(3-hydroxypropyloxy)-1-(3,3-dichloro-2-propenyloxy)benzene
• 英文别名: 3-{2,6-dichloro-4-[(3,3-dichloroprop-2-en-1-yl)oxy]phenoxy}propan-1-ol；2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-hydroxypropyl ether；3-[2,6-dichloro-4-(3,3-dichloroprop-2-enyloxy)phenoxy]propanol；3-[2,6-dichloro-4-(3,3-dichloroallyloxy)]phenoxypropanol；3,5-dichloro-4-(3-hydroxypropoxy)-1-(3,3-dichloro-2-propenyloxy)benzene；HPHM；3-[2,6-Dichloro-4-(3,3-dichloroallyloxy)-phenoxy]-propan-1-ol；3-[2,6-dichloro-4-(3,3-dichloroprop-2-enoxy)phenoxy]propan-1-ol
• CAS: 178043-48-6
• 化学式: C₁₂H₁₂Cl₄O₃
• 分子量: 346.037
• InChiKey: WJXVUDLJJISECG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 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：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-{2,6-二氯-4-[(3,3-二氯-2-丙烯-1-基)氧基]苯氧基}-1-丙醇 以23%的产率得到5-acetyl-2-(3-(2,6-dichloro-4-(3,3-dichloro-2-propenyloxy)phenoxy)propyloxy)pyridine
  参考文献：
  名称：

  Oxime compounds, their use, and intermediates for their production

  摘要：

  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。

  公开号：

  US20020019569A1
• 作为产物：
  描述：

  对苯二酚 在 磺酰氯 、 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 3-{2,6-二氯-4-[(3,3-二氯-2-丙烯-1-基)氧基]苯氧基}-1-丙醇
  参考文献：
  名称：

  Synthesis and Insecticidal Activity of Novel Nitropyridyl-Based Dichloropropene Ethers

  摘要：

  Dihalopropene ether insecticides are known for good features such as no cross-resistance to other insecticide classes and safety for mammals. Pyridalyl is the only currently commercialized dichloropropene ether insecticide; however, it contains a trifluoromethyl group, the synthesis of which requires harsh reagents and reaction conditions. To search for novel dihalopropene ethers with unique biological activities but without trifluoromethyl groups, a series of nitropyridyl-based dichloropropene ether analogues were synthesized by reacting nitro-based halopyridine with 2,6-dichloro-4-(3,3-dichloroallyloxy)phenol or 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-hydroxypropyl ether. Bioassay showed that the compounds exhibited potent insecticidal activities against various lepidopteran pests. Particularly, 2,6-dichloro-4-(3,3-dichloroallyloxy)phenyl 3-(5-nitro-2-pyridyloxy)propyl ether (8e) was active against major agricultural pests, and its insecticidal potency was comparable to that of Pyridalyl. Besides the trifluoromethyl group in Pyridalyl, a nitro group on the 5-position of the pyridyl ring is also viable for the development of optimal insecticidal activity.

  DOI：

  10.1021/acs.jafc.5b02279

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。
• Dihalopropene compounds, insecticides containing them as active
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05952386A1

  公开（公告）日：1999-09-14

  The present invention provides dihalopropene compounds of the general formula: ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.10 alkyl or the like; L is C(.dbd.O)NH or the like; R.sub.2, R.sub.3 and R.sub.4 are independently halogen or the like; R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen or the like; m is an integer of 0 to 4; n is an integer of 0 to 2; X is chlorine or the like; Y is oxygen or the like; and Z is oxygen or the like, which have excellent insecticidal activity so that they are satisfactorily effective for the control of noxious insects.

  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。
• [EN] PESTICIDALLY ACTIVE KETONE AND OXIME DERIVATIVES<br/>[FR] DERIVES DE CETONE ET D'OXIME A ACTION PESTICIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2004113273A1

  公开（公告）日：2004-12-29

  Compounds of formula (I), wherein A0, A1, and A2 are each independently of the others a bond or a Cl-C6alkylene bridge; A3 is a Cl-C6alkylene bridge which is unsubstituted or substituted by from one to six identical or different substituents selected from halogen and C3-C8cycloalkyl; Y is, for example, 0, S, SO or S02; M is 0 or NOR6, X1, and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 are, for example, H, halogen, OH, SH, CN, nitro, C1-C6alkyl, Cl-C6haloalkyl, Cl-C6alkylcarbonyl, C2-C6alkenyl, C2-C6haloalkenyl or C2-C6alkynyl; Q is, for example, O, S, SO or SO2; W is, for example, 0, S, SO, SO2, -C(=O)-O- or -0-C(=O)-; T is, for example, a bond, 0, S, SO, S02, -C(=O)-O­or -0-C(=O)-; D is CH or N; R4 is, for example, H, halogen, OH, SH, CN, nitro, Cl-C6alkyl or C1-C6haloalkyl; R5 is, for example, Cl-Cl2alkyl, C3-C8cycloalkyl or -N(R7)2; R7 is H, C1-C6alkyl, Cl-C3haloalkyl, Cl-C6alkylcarbonyl, Cl-C3haloalkylcarbonyl, Cl-C6alkoxycarbonyl, C3-C8Cycloalkyl, C3-C8 cycloalkylcarbonyl or formyl; k is 0, 1, 2, 3 or 4; m is 1 or 2; and q is 0, 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds and agrochemically acceptable salts thereof, and a process for the preparation of those compositions and their use, to plant propagation material treated with those compositions, and a method of controlling pests.

  式(I)的化合物，其中A0、A1和A2分别独立地是键或Cl-C6烷基桥；A3是未取代或被从一个到六个相同或不同的卤素和C3-C8环烷基中选择的取代基取代的Cl-C6烷基桥；Y是例如0、S、SO或S02；M是0或NOR6，X1和X2是分别独立的氟、氯或溴；R1、R2和R3是例如H、卤素、OH、SH、CN、硝基、C1-C6烷基、Cl-C6卤代烷基、Cl-C6烷基羰基、C2-C6烯基、C2-C6卤代烯基或C2-C6炔基；Q是例如O、S、SO或SO2；W是例如0、S、SO、SO2、-C(=O)-O-或-0-C(=O)-；T是例如键、0、S、SO、S02、-C(=O)-O或-0-C(=O)-；D是CH或N；R4是例如H、卤素、OH、SH、CN、硝基、Cl-C6烷基或C1-C6卤代烷基；R5是例如Cl-Cl2烷基、C3-C8环烷基或-N(R7)2；R7是H、C1-C6烷基、Cl-C3卤代烷基、Cl-C6烷基羰基、Cl-C3卤代烷基羰基、Cl-C6烷氧羰基、C3-C8环烷基、C3-C8环烷基羰基或甲酰基；k是0、1、2、3或4；m是1或2；q是0、1或2；以及在适用的情况下，它们可能的E/Z异构体、E/Z异构体混合物和/或互变异构体，无论是在自由形式还是盐形式中，这些化合物的制备方法及其用途，农药组合物，其中活性成分已从这些化合物和农业上可接受的盐中选择，并且这些组合物的制备方法及其用途，用这些组合物处理的植物繁殖材料以及控制害虫的方法。
• 二氯烯丙醚类化合物及其制备方法与应用
  申请人：湖南化工研究院有限公司

  公开号：CN105254558A

  公开（公告）日：2016-01-20

  本发明公开了式(I)所示的二氯烯丙醚类化合物及其制备方法与应用。式中Q、R1、R2、R3、R4、R5、R6、R7、n、X、Y、Z具有说明书中所给定义。本发明式(I)化合物具有杀虫和/或杀螨、杀菌生物活性，尤其是对粘虫、小菜蛾等害虫具有很高的活性。
• [EN] 4-(3,3-DIHALO-ALLYLOXY)PHENOXY ALKYL DERIVATIVES<br/>[FR] DERIVES 4-(3,3-DIHALO-ALLYLOXY)PHENOXYALKYLE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2004002943A1

  公开（公告）日：2004-01-08

  Compounds of formula (I), wherein A1, A2 and A3 are each independently of the others a bond or a C1-C6alkylene bridge; A4 is a C1-C6alkylene bridge; Di s CH or N; W is, for example, O, NR7 or S; T is, for example, a bond, O, NH or NR7; Q is O, NR7, S, SO or SO2; Y is O, NR7, S, SO, or SO2; X1 and X2 are each independently of the other fluorine, chlorine or bromine; R1, R2 and R3 ar, for example, H, halogen, CN, nitro, C1-C6alkyl, C1-C6haloalkyl, C1-C6alkylcarbonyl or C2-C6alkenyl; R4 is, for example, H, halogen, CN, nitro or C1-C6alkyl; R5 and R6 are, for example, H, CN, OH, C1-C6alkyl, C3-C8cycloalkyl, C3-C8cycloalkyl-C1-C6alkyl, C1-C6 haloalky, C1-C6alkoxy or C1-C6haloalkoxy; R7 is H, C1-C6alkyl, C1-C6alkoxyalkyl or C1-C6alkylcarbonyl; k, when D is nitrogen, is 1, 2 or 3; or, when D is CH, is 1, 2, 3 or 4; and m is 1 or 2; and, where applicable, their possible E/Z isomers, E/Z isomeric mixtures and/or tautomers, in each case in free form or in salt form, a process for the preparation of those compounds and their use, pesticidal compositions in which the active ingredient has been selected from those compounds or an agrochemically acceptable salt thereof, a process for the preparation of those compositions and their use, plant propagation material treated with those compositions, and a method of controlling pests.

  化学式为（I）的化合物，其中A1、A2和A3各自独立地为键或C1-C6烷基桥；A4为C1-C6烷基桥；Di为CH或N；W为例如O、NR7或S；T为例如键、O、NH或NR7；Q为O、NR7、S、SO或SO2；Y为O、NR7、S、SO或SO2；X1和X2各自独立地为氟、氯或溴；R1、R2和R3例如为H、卤素、CN、硝基、C1-C6烷基、C1-C6卤代烷基、C1-C6烷基羰基或C2-C6烯基；R4例如为H、卤素、CN、硝基或C1-C6烷基；R5和R6例如为H、CN、OH、C1-C6烷基、C3-C8环烷基、C3-C8环烷基-C1-C6烷基、C1-C6卤代烷氧基或C1-C6烷氧基；R7为H、C1-C6烷基、C1-C6烷氧基烷基或C1-C6烷基羰基；当D为氮时，k为1、2或3；或当D为CH时，k为1、2、3或4；m为1或2；适用时，它们的可能的E/Z异构体、E/Z异构体混合物和/或互变异构体，均为自由形式或盐形式，制备这些化合物的方法及其用途，所述活性成分被选自这些化合物或其农药学上可接受的盐的杀虫剂组合物，制备这些组合物的方法及其用途，用这些组合物处理的植物繁殖材料，以及控制害虫的方法。