2-cyano-N'-(2-chlorobenzylidene)acetohydrazide | 1446814-24-9

• 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-cyano-N'-(2-chlorobenzylidene)acetohydrazide
• 英文别名: N'-[(E)-(2-chlorophenyl)methylidene]-2-cyanoacetohydrazide；N-[(E)-(2-chlorophenyl)methylideneamino]-2-cyanoacetamide
• CAS: 1446814-24-9
• 化学式: C₁₀H₈ClN₃O
• 分子量: 221.646
• InChiKey: XDSPOYNCHBFWFL-NTUHNPAUSA-N

物化性质

• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  氰乙酰肼 、 2-氯苯甲醛 以 甲醇 为溶剂， 反应 0.5h， 以77%的产率得到2-cyano-N'-(2-chlorobenzylidene)acetohydrazide
  参考文献：
  名称：

  Synthesis, Characterization and Crystal Structures of 2-Cyano-N′-(2-chlorobenzylidene)acetohydrazide and 2-Cyano-N′-(4-dimethylaminobenzylidene)acetohydrazide

  摘要：

  两种新的苯腙衍生物，2-氰基-N′-(2-氯苄亚胺)乙酰腙（1）和2-氰基-N′-(4-二甲氨基苄亚胺)乙酰腙（2），被合成并通过元素分析、1H和13C NMR及单晶X射线衍射进行了表征。化合物1结晶于单斜晶系P21/c空间组，单元格参数为a = 9.925(1) Å，b = 7.045(1) Å，c = 15.117(2) Å，β = 91.479(2)°，V = 1056.7(2) ų，Z = 4，R1 = 0.0447，wR2 = 0.0930。化合物2结晶于单斜晶系P21/c空间组，单元格参数为a = 13.714(2) Å，b = 8.938(1) Å，c = 10.883(1) Å，β = 112.628(2)°，V = 1231.3(3) ų，Z = 4，R1 = 0.0578，wR2 = 0.1122。X射线衍射表明，这些化合物的分子在C=N双键方面呈现反式构型。化合物的晶体结构通过N–H···O氢键和弱的π···π相互作用得到稳定。

  DOI：

  10.1007/s10870-012-0372-z

文献信息

• Synthesis, Characterization and Crystal Structures of 2-Cyano-N′-(2-chlorobenzylidene)acetohydrazide and 2-Cyano-N′-(4-dimethylaminobenzylidene)acetohydrazide
  作者：Xin Zhou、Jing-Jun Ma

  DOI：10.1007/s10870-012-0372-z

  日期：2012.11

  Two new benzohydrazone derivatives, 2-cyano-N′-(2-chlorobenzylidene)acetohydrazide (1) and 2-cyano-N′-(4-dimethylaminobenzylidene)acetohydrazide (2), were prepared and characterized by elemental analysis, 1H and 13C NMR, and single crystal X-ray diffraction. Compound 1 crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 9.925(1) Å, b = 7.045(1) Å, c = 15.117(2) Å, β = 91.479(2)°, V = 1056.7(2) Å3, Z = 4, R 1 = 0.0447, and wR 2 = 0.0930. Compound 2 crystallizes in the monoclinic space group P21/c with unit cell dimensions a = 13.714(2) Å, b = 8.938(1) Å, c = 10.883(1) Å, β = 112.628(2)°, V = 1231.3(3) Å3, Z = 4, R 1 = 0.0578, and wR 2 = 0.1122. X-ray diffraction indicated that the molecules of the compounds display trans configurations with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by N–H···O hydrogen bonds and weak π···π interactions. Two new benzohydrazone derivatives, 2-cyano-N′-(2-chlorobenzylidene)acetohydrazide and 2-cyano-N′-(4-dimethylaminobenzylidene)acetohydrazide, were prepared and characterized by elemental analysis, 1H and 13C NMR, and single crystal X-ray diffraction. The molecules of the compounds display trans configurations with respect to the C=N double bonds. The crystal structures of the compounds are stabilized by N–H···O hydrogen bonds and weak π···π interactions.

  两种新的苯腙衍生物，2-氰基-N′-(2-氯苄亚胺)乙酰腙（1）和2-氰基-N′-(4-二甲氨基苄亚胺)乙酰腙（2），被合成并通过元素分析、1H和13C NMR及单晶X射线衍射进行了表征。化合物1结晶于单斜晶系P21/c空间组，单元格参数为a = 9.925(1) Å，b = 7.045(1) Å，c = 15.117(2) Å，β = 91.479(2)°，V = 1056.7(2) ų，Z = 4，R1 = 0.0447，wR2 = 0.0930。化合物2结晶于单斜晶系P21/c空间组，单元格参数为a = 13.714(2) Å，b = 8.938(1) Å，c = 10.883(1) Å，β = 112.628(2)°，V = 1231.3(3) ų，Z = 4，R1 = 0.0578，wR2 = 0.1122。X射线衍射表明，这些化合物的分子在C=N双键方面呈现反式构型。化合物的晶体结构通过N–H···O氢键和弱的π···π相互作用得到稳定。