2-((E)-1-(4-bromophenyl)-3-(2-chlorophenyl)allylidene)malononitrile | 1189109-74-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-((E)-1-(4-bromophenyl)-3-(2-chlorophenyl)allylidene)malononitrile
• 英文别名: 2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylidene)malononitrile；2-[(E)-1-(4-bromophenyl)-3-(2-chlorophenyl)prop-2-enylidene]propanedinitrile
• CAS: 1189109-74-7
• 化学式: C₁₈H₁₀BrClN₂
• 分子量: 369.648
• InChiKey: KCJFIZGCCYTLEQ-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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-[1-(4-bromophenyl)ethylidene]malononitrile 、 2-氯苯甲醛 在 丙二腈 作用下， 以96%的产率得到2-((E)-1-(4-bromophenyl)-3-(2-chlorophenyl)allylidene)malononitrile
  参考文献：
  名称：

  Unclassical Hydrogen Bonds of C–H⋯N and C–H⋯Cl in the Crystal Structures of 2-((E)-1,3-diarylallylidene)malononitriles

  摘要：

  2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylid�en)malononitrile合成后，通过红外光谱、1H核磁共振和元素分析进行了表征。分子结构通过X射线衍射分析进一步确认。前者1，C19H13N3O3，为三斜晶系，空间群P−1，a = 7.3834(13)，b = 10.901(3)，c = 11.227(2) Å，α = 88.64(2)，β = 71.596(14)，γ = 78.186(18)，Z = 2，V = 838.5(3) Å3。C-H⋯N的非经典氢键将分子连接形成聚合物。后者2，C36H20Br2Cl2N4，为正交晶系，空间群Pnma，a = 20.900 (4)，b = 7.0710 (11)，c =&

  DOI：

  10.1007/s10870-010-9837-0

文献信息

• Malononitrile-Catalyzed and Highly Selective Method for the Synthesis of 2-((<i>E</i>)-1,3-Diarylallylidene)malononitriles in Ionic Liquid
  作者：Xiang-Shan Wang、Mei-Mei Zhang、Qing Li、Chang-Sheng Yao

  DOI：10.1080/00397910902730903

  日期：2009.7.29

  The green and highly selective reactions of aromatic aldehydes, malononitrile, and 2-(1-arylethylidene)malononitriles in ionic liquid of [bmim+]Br- at 50 degrees C unexpectedly gave 2-((E)-1,3-diarylallylidene)malononitriles. The modification of the reaction used 10mol% malononitrile as catalyst at 90 degrees C in [bmim+][[image omitted]]. A possible reaction mechanism for the formation of the product was proposed based on further experimental results. 2-((E)-1,3-Diarylallylidene)malononitriles were not detected at all in the designed reaction of aromatic aldehyde and 2-(1-arylethylidene)malononitriles at the same reaction conditions.
• Unclassical Hydrogen Bonds of C–H⋯N and C–H⋯Cl in the Crystal Structures of 2-((E)-1,3-diarylallylidene)malononitriles
  作者：Xiang-Shan Wang、Qing Li、Jian-Rong Wu、Mei-Mei Zhang

  DOI：10.1007/s10870-010-9837-0

  日期：2011.1

  The 2-((E)-3-(2-nitrophenyl)-1-(4-methoxyphenyl)allylidene)malononitrile and 2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylidene)malononitrile were synthesized and characterized by IR, 1H NMR, and elemental analysis. The molecular structures were further confirmed by X-ray diffraction analysis. The former 1, C19H13N3O3, is triclinic, space group P−1, a = 7.3834(13), b = 10.901(3), c = 11.227(2) Å, α = 88.64(2), β = 71.596(14), γ = 78.186(18), Z = 2, V = 838.5(3) Å3. The unclassical hydrogen bond of C–H⋯N links the molecules forming polymers. The latter 2, C36H20Br2Cl2N4, is orthorhombic, space group Pnma, a = 20.900 (4), b = 7.0710 (11), c = 10.9170 (18) Å, Z = 2, V = 1613.4(5) Å3. The same hydrogen bond of C–H⋯N and another type of C–H⋯Cl hydrogen bond link the adjacent molecules forming polymers along a axis. The 2-((E)-3-(2-nitrophenyl)-1-(4-methoxyphenyl)allylidene)malononitrile and 2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylidene)malononitrile were synthesized and characterized by IR, 1H NMR and elemental analysis. The molecular structures were further confirmed by X-ray diffraction analysis. The former 1, C19H13N3O3, is triclinic, space group P−1, a = 7.3834(13), b = 10.901(3), c = 11.227(2) Å, α = 88.64(2), β = 71.596(14), γ = 78.186(18), Z = 2, V = 838.5(3) Å3. The unclassical hydrogen bond of C–H⋯N links the molecules forming polymers. The latter 2, C36H20Br2Cl2N4, is orthorhombic, space group Pnma, a = 20.900 (4), b = 7.0710 (11), c = 10.9170 (18) Å, Z = 2, V = 1613.4(5) Å3. The same hydrogen bond of C–H⋯N and another type of C–H⋯Cl hydrogen bond link the adjacent molecules forming polymers along a axis.

  2-((E)-3-(2-chlorophenyl)-1-(4-bromophenyl)allylid�en)malononitrile合成后，通过红外光谱、1H核磁共振和元素分析进行了表征。分子结构通过X射线衍射分析进一步确认。前者1，C19H13N3O3，为三斜晶系，空间群P−1，a = 7.3834(13)，b = 10.901(3)，c = 11.227(2) Å，α = 88.64(2)，β = 71.596(14)，γ = 78.186(18)，Z = 2，V = 838.5(3) Å3。C-H⋯N的非经典氢键将分子连接形成聚合物。后者2，C36H20Br2Cl2N4，为正交晶系，空间群Pnma，a = 20.900 (4)，b = 7.0710 (11)，c =&