2-(4-hydroxy-3,5-dimethyl-phenyl)-ethene-1,1,2-tricarbonitrile | 25751-81-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(4-hydroxy-3,5-dimethyl-phenyl)-ethene-1,1,2-tricarbonitrile
• 英文别名: 2-(4-Hydroxy-3,5-dimethyl-phenyl)-aethen-1,1,2-tricarbonitril；2-(4-Hydroxy-3,5-dimethylphenyl)ethene-1,1,2-tricarbonitrile
• CAS: 25751-81-9
• 化学式: C₁₃H₉N₃O
• 分子量: 223.234
• InChiKey: RQKXMZMILIFQGK-UHFFFAOYSA-N

物化性质

• 熔点：
  182-183 °C(Solv: water (7732-18-5); acetic acid (64-19-7))
• 沸点：
  366.6±42.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-hydroxy-3,5-dimethyl-phenyl)-ethene-1,1,2-tricarbonitrile 在 sodium hydroxide 作用下， 生成 (4,α-dihydroxy-3,5-dimethyl-benzylidene)-malononitrile
  参考文献：
  名称：

  Cyanocarbon Chemistry. VII.¹ Tricyanoethylenes

  摘要：

  DOI：

  10.1021/ja01544a057
• 作为产物：
  描述：

  2,6-二甲基苯酚 、 四氰基乙烯 在 吡啶 作用下， 反应 15.0h， 以25%的产率得到2-(4-hydroxy-3,5-dimethyl-phenyl)-ethene-1,1,2-tricarbonitrile
  参考文献：
  名称：

  High Hyperpolarizabilities of Donor-π-Acceptor-Functionalized Calix[4]arene Derivatives by Pre-organization of Chromophores

  摘要：

  DOI：

  10.1002/(sici)1099-0690(199806)1998:6<1089::aid-ejoc1089>3.0.co;2-t

文献信息

• New electron acceptors: synthesis, electrochemistry, and radical anions of N,7,7-tricyanoquinomethanimines and x-ray crystal structures of the trimethyl and tetramethyl derivatives
  作者：Martin R. Bryce、Stephen R. Davies、Andrew M. Grainger、Michael B. Hursthouse、Mohammed Mazid、Rainer Bachmann、Fabian Gerson、Jonas Hellberg

  DOI：10.1021/jo00032a017

  日期：1992.3

  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.
• Cyanocarbon Chemistry. VII.¹ Tricyanoethylenes
  作者：G. N. Sausen、V. A. Engelhardt、W. J. Middleton

  DOI：10.1021/ja01544a057

  日期：1958.6
• High Hyperpolarizabilities of Donor-π-Acceptor-Functionalized Calix[4]arene Derivatives by Pre-organization of Chromophores
  作者：Paul J. A. Kenis、Esther G. Kerver、Bianca H. M. Snellink-Ruël、Gerrit J. van Hummel、Sybolt Harkema、Marinus C. Flipse、Richard H. Woudenberg、Johan F. J. Engbersen、David N. Reinhoudt

  DOI：10.1002/(sici)1099-0690(199806)1998:6<1089::aid-ejoc1089>3.0.co;2-t

  日期：1998.6