2-(benzo[d][1,3]dioxol-5-ylmethyl) malononitrile | 163590-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-(benzo[d][1,3]dioxol-5-ylmethyl) malononitrile
• 英文别名: 1,1-dicyano-2-(3,4-methylenedioxyphenyl)ethane；2-(benzo[1,3]dioxol-5-ylmethyl)malononitrile；2-(1,3-Benzodioxol-5-ylmethyl)propanedinitrile
• CAS: 163590-23-6
• 化学式: C₁₁H₈N₂O₂
• 分子量: 200.197
• InChiKey: DQVHXSAWDZQZRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(benzo[d][1,3]dioxol-5-ylmethyl) malononitrile 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 2,7-diamino-5-(4-chlorophenyl)-6-cyano-3-(3,4-methylenedioxybenzyl)-4,5-dihydropyrazolo<1,5-a>pyrimidine
  参考文献：
  名称：

  Ram, Vishnu J.; Nath, Mahendra; Chandra, Subhash, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 11, p. 1048 - 1052

  摘要：

  DOI：
• 作为产物：
  描述：

  (苯并[3,4-d]1,3-二氧杂烷-5-亚甲基)甲烷-1,1-二甲腈 在 indium 、 氯化铵 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 以80%的产率得到2-(benzo[d][1,3]dioxol-5-ylmethyl) malononitrile
  参考文献：
  名称：

  金属铟作为还原剂。在高度活化的共轭烯烃中碳-碳双键的选择性还原。

  摘要：

  [反应：见正文]乙醇氯化铵水溶液中的铟金属会还原高度活化的共轭烯烃（如α，α-二氰基烯烃，β-芳烯酮和烯酮酯）中的C = C键。

  DOI：

  10.1021/ol016296a

文献信息

• Indium Metal as a Reducing Agent. Selective Reduction of the Carbon−Carbon Double Bond in Highly Activated Conjugated Alkenes
  作者：Brindaban C. Ranu、Jyotirmoy Dutta、Sankar K. Guchhait

  DOI：10.1021/ol016296a

  日期：2001.8.9

  [reaction: see text] Indium metal in aqueous ethanolic ammonium chloride reduces the C=C bond in highly activated conjugated alkenes such as alpha,alpha-dicyano olefins, beta-arylenones, and enone esters.

  [反应：见正文]乙醇氯化铵水溶液中的铟金属会还原高度活化的共轭烯烃（如α，α-二氰基烯烃，β-芳烯酮和烯酮酯）中的C = C键。
• 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。
• Ram, Vishnu J.; Nath, Mahendra, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 105, # 1-4, p. 11 - 16
  作者：Ram, Vishnu J.、Nath, Mahendra

  DOI：——

  日期：——
• EP1385377A1
  申请人：——

  公开号：EP1385377A1

  公开（公告）日：2004-02-04
• [EN] PESTICIDE COMPOSITION COMPRISING MALONONITRILE COMPOUNDS<br/>[FR] COMPOSITION PESTICIDE COMPRENANT DES COMPOSES DE MALONONITRILE
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2002089579A1

  公开（公告）日：2002-11-14

  The present invention relates to use of malononitrile compounds of formula (X): wherein R1 and R2 are the same or different and independently C1-C5 (halo)alkyl, C1-C5 (halo)alkyloxy, C2-C5 (halo)alkenyl, C2-C5 (halo)alkynyl, hydrogen, or cyano; R¿3? and R4 are the same or different and independently C?1-C10¿ alkyl, C2-C10 alkenyl, C2-C10 alkynyl, or hydrogen, or R¿3? and R4 are taken together to form C?2-C6¿ (halo)alkylene or C4-C6 (halo)alkenylene; R¿5? is halogen, cyano, nitro, C?1-C4¿ (halo)alkyl, or the like; n is an integer of 0 to 4; R¿6? is halogen, cyano, nitro, C?1-C4¿ (halo)alkyl, or the like; or R¿5? and R6 are taken together to form methylenedioxy; with the provisos that when R6 is hydrogen, then n is an integer of 1 to 4 and that when n is 2 or more, then R5'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.