2-(2,4-dichlorobenzyl)-malononitrile

• 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-(2,4-dichlorobenzyl)-malononitrile
• 英文别名: 2-(2,4-dichlorobenzyl)malononitrile；(2,4-dichlorobenzyl)malononitrile；2-[(2,4-dichlorophenyl)methyl]propanedinitrile
• 化学式: C₁₀H₆Cl₂N₂
• mdl: MFCD00231628
• 分子量: 225.077
• InChiKey: XBROKFPGLALJQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-[(2,4-二氯苯基)亚甲基]丙二腈 在 1-n-butyl-3-methylimidazolium borohydride 作用下， 以 水 、 乙腈 为溶剂， 反应 0.25h， 以84%的产率得到2-(2,4-dichlorobenzyl)-malononitrile
  参考文献：
  名称：

  3-丁基-1-甲基咪唑啉硼氢化物（[bmim] [BH 4 ]）-一种选择性还原活化共轭烯烃中碳-碳双键的新型还原剂

  摘要：

  合成了一种新型的离子还原剂，3-丁基-1-甲基咪唑硼氢化物（[bmim] [BH 4 ]），并成功地用于选择性还原共轭烯烃中的碳-碳双键以及α，β-高度活化的α，β，γ，δ不饱和烯烃中的碳碳双键。该试剂可以再生并重复使用几次，而不会失去其活性。

  DOI：

  10.1016/j.tetlet.2008.08.110

文献信息

• Rh-Catalyzed One-Pot Reductive Alkylation of Malononitrile Under Transfer Hydrogenation Conditions
  作者：Jiashou Wu、Huajiang Jiang

  DOI：10.1080/00397911.2010.481741

  日期：2011.3.28

  Abstract Efficient synthesis of monosubstituted malononitriles was achieved by one-pot reductive alkylation of malononitrile with carbonyl compounds via [Cp*RhCl2]2-catalyzed transfer hydrogenation reaction.

  摘要 通过 [Cp*RhCl2]2 催化转移氢化反应，将丙二腈与羰基化合物一锅法还原烷基化，实现了单取代丙二腈的高效合成。
• Solvent-free mechanochemical and one-pot reductive benzylizations of malononitrile and 4-methylaniline using Hantzsch 1,4-dihydropyridine as the reductant
  作者：Ze Zhang、Jie Gao、Jing-Jing Xia、Guan-Wu Wang

  DOI：10.1039/b502662h

  日期：——

  Under mechanical milling conditions, direct reductive benzylizations of malononitrile and 4-methylaniline by aromatic aldehydes were achieved using a Hantzsch 1,4-dihydropyridine as the reductant.

  在机械研磨条件下，以 1,4-二氢吡啶为还原剂，实现了芳香醛对丙二腈和 4-甲基苯胺的直接还原苄化。
• Malononitrile compounds and their use as pesticides
  申请人：——

  公开号：US20040138065A1

  公开（公告）日：2004-07-15

  The present invention relates to malononitrile compounds of formula 1 wherein R 1 and R 2 are the same or different and independently C 1 -C 5 (halo)alkyl, C 1 -C 5 (halo)alkyloxy, C 2 -C 5 (halo)alkenyl, C 2 -C 5 (halo)alkynyl, hydrogen, or cyano; R 3 is C 1 -C 3 haloalkyl, C 2 -C 4 haloalkenyl, or C 2 -C 4 haloalkynyl; m is an integer of 1 to 3; R 3 is halogen, cyano, nitro, C 1 -C 4 (halo)alkyl, or the like; n is an integer of 0 to 4, with the proviso that when n is 2 or more, then R 5 's are the same or different from each other; R 6 is hydrogen, halogen, cyano, nitro, C 1 -C 4 (halo)alkyl, or the like; as well as pesticide compositions containing these compounds as active ingredients. The present invention makes it possible to effectively control pests such as insect pests, acarine pests, and nematode pests.

  本发明涉及公式1的马隆腈化合物，其中R1和R2相同或不同且独立地为C1-C5（卤）烷基，C1-C5（卤）烷氧基，C2-C5（卤）烯基，C2-C5（卤）炔基，氢或氰基；R3为C1-C3卤代烷基，C2-C4卤代烯基或C2-C4卤代炔基；m为1到3的整数；R4为卤素，氰基，硝基，C1-C4（卤）烷基或类似物；n为0到4的整数，但当n为2或更多时，R5相互之间相同或不同；R6为氢，卤素，氰基，硝基，C1-C4（卤）烷基或类似物；以及含有这些化合物作为活性成分的杀虫剂组合物。本发明使得能够有效地控制昆虫害虫、螨虫和线虫害虫。
• Pesticide composition comprising malononitrile compounds
  申请人：——

  公开号：US20040142821A1

  公开（公告）日：2004-07-22

  The present invention relates to use of malononitrile compounds of formula (X): 1 wherein R 1 and R 2 are the same or different and independently C 1 -C 5 (halo)-alkyl, C 1 -C 5 (halo)alkyloxy, C 2 -C 5 (halo)alkenyl, C 2 -C 5 (halo)alkynyl, hydrogen, or cyano; R 3 and R 4 are the same or different and independently C 1 -C 10 alkyl, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, or hydrogen, or R 3 and R 4 are taken together to form C 2 -C 6 (halo)alkylene or C 4 -C 6 (halo)alkenylene; R 5 is halogen, cyano, nitro, C 1 -C 4 (halo)alkyl, or the like; n is an integer of 0 to 4; R 6 is halogen, cyano, nitro, C 1 -C 4 (halo)alkyl, or the like; or R 5 and R 6 are taken together to form methylenedioxy; with the provisos that when R 6 is hydrogen, then n is an integer of 1 to 4 and that when n is 2 or more, then R 5 's are different from each other; as pesticides, and to pesticide compositions containing these compounds as active ingredients. The present invention makes it possible to effectively control pests such as insect pests, acarine pests, and nematode pests.

  本发明涉及使用式（X）的丙二腈化合物：其中R1和R2相同或不同且独立地为C1-C5（卤）烷基，C1-C5（卤）烷氧基，C2-C5（卤）烯基，C2-C5（卤）炔基，氢或氰基；R3和R4相同或不同且独立地为C1-C10烷基，C2-C10烯基，C2-C10炔基或氢，或者R3和R4结合形成C2-C6（卤）烷基或C4-C6（卤）烯基；R5为卤素，氰基，硝基，C1-C4（卤）烷基或类似物；n为0至4的整数；R6为卤素，氰基，硝基，C1-C4（卤）烷基或类似物；或者R5和R6结合形成亚甲二氧基；但当R6为氢时，n为1至4的整数，且当n为2或更多时，R5不相同；作为杀虫剂，以及含有这些化合物作为活性成分的杀虫剂组合物。本发明使得能够有效地控制害虫，例如昆虫害虫，螨虫害虫和线虫害虫。
• EP1385377A1
  申请人：——

  公开号：EP1385377A1

  公开（公告）日：2004-02-04