(4-Hydroxy-2,3,5,6-tetramethylphenyl)ethene-1,1,2-tricarbonitrile | 97218-72-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (4-Hydroxy-2,3,5,6-tetramethylphenyl)ethene-1,1,2-tricarbonitrile
• 英文别名: 2-(4-hydroxy-2,3,5,6-tetramethylphenyl)ethene-1,1,2-tricarbonitrile
• CAS: 97218-72-9
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: FZWNIHGBWAOJJJ-UHFFFAOYSA-N

物化性质

• 沸点：
  393.0±42.0 °C(Predicted)
• 密度：
  1.195±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  杜醌 、 丙二腈 在 吡啶 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以26%的产率得到2,3,5,6-tetramethyl-4-oxo-2,5-cyclohexadiene-1-ylidenepropanedinitrile
  参考文献：
  名称：

  New electron acceptors: synthesis, electrochemistry, and radical anions of N,7,7-tricyanoquinomethanimines and x-ray crystal structures of the trimethyl and tetramethyl derivatives

  摘要：

  The reaction of a range of quinones 3 with malononitrile in the presence of titanium tetrachloride/pyridine yields dicyanoquinomethides 4, which on reaction with N,N'-bis(trimethylsilyl)carbodiimide are converted into the corresponding N,7,7-tricyanoquinomethanimines 6. The solution electrochemical redox properties of compounds 6 have been studied by cyclic voltammetry; they are strong acceptors which readily form radical anions and dianions. The radical anions of N,7,7-tricyanoquinodimethanimine 6a and the tetra-, tri- and dimethyl derivatives 6c, 6d, and 6e, respectively, have been studied by ESR and ENDOR spectroscopy. X-ray crystal structure analysis reveals that trimethyl derivative 6d is planar, whereas the tetramethyl derivative 6c is strongly deformed with the ring existing in a boat conformation, similar to that found previously for tetrasubstituted TCNQ derivatives.

  DOI：

  10.1021/jo00032a017

文献信息

• Tetramethyltetracyanoquinodimethane
  作者：Aravinda Kini、Michael Mays、Dwaine Cowan

  DOI：10.1039/c39850000286

  日期：——

  Synthesis of the title compound, description of its novel single wave, two-electron reduction, and preliminary data on the electrical switching of its copper salt are presented.

  介绍了标题化合物的合成，其单波描述，两电子还原的描述以及有关其铜盐电切换的初步数据。
• KINI, ARAVINDA;MAYS, M.;COWAN, D., J. CHEM. SOC. CHEM. COMMUN., 1985, N 5, 286-287
  作者：KINI, ARAVINDA、MAYS, M.、COWAN, D.

  DOI：——

  日期：——