N,15,15-tricyano-9,10-anthraquinone methide imine | 116387-65-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N,15,15-tricyano-9,10-anthraquinone methide imine
• 英文别名: [10-(Dicyanomethylidene)anthracen-9(10H)-ylidene]cyanamide；[10-(dicyanomethylidene)anthracen-9-ylidene]cyanamide
• CAS: 116387-65-6
• 化学式: C₁₈H₈N₄
• 分子量: 280.288
• InChiKey: ISQIUJFSYBVFNZ-UHFFFAOYSA-N

物化性质

• 沸点：
  477.6±55.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  蒽醌 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 64.0h， 生成 N,15,15-tricyano-9,10-anthraquinone methide imine
  参考文献：
  名称：

  Ñ，7，7个-tricyanoquinomethaneimines：用于有机金属新的电子受体

  摘要：

  已经合成了标题系统的四种衍生物，这是一类新的电子受体。循环伏安数据表明，这些化合物经历了一电子和二电子还原。

  DOI：

  10.1039/c39890000328

文献信息

• Preparation of Novel Electron-Accepting Quinone Methide Imines and Their Polymerizations
  作者：Shouji Iwatsuki、Takahito Itoh、Hiromu Itoh

  DOI：10.1246/cl.1988.1187

  日期：1988.7.5

  N,7,7-Tricyanoquinone methide imine (1), N,11,11-tricyano-1,4-naphthoquinone methide imine (2), and N,15,15-tricyano-9,10-anthraquinone methide imine (3) were successfully prepared as novel electron-accepting quinone methide imine compounds. 1 is homopolymerizable with free radical and anionic initiators, while 2 and 3 are not.

  N,7,7-三氰基醌甲基亚胺 (1)、N,11,11-三氰基-1,4-萘醌甲基亚胺 (2) 和 N,15,15-三氰基-9,10-蒽醌甲基亚胺 (3) ) 被成功制备为新型的受电子醌甲基亚胺化合物。1 可与自由基和阴离子引发剂均聚，而 2 和 3 则不能。
• 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.
• N,7,7-tricyanoquinomethaneimines: new electron acceptors for organic metals
  作者：Martin R. Bryce、Stephen R. Davies

  DOI：10.1039/c39890000328

  日期：——

  Four derivatives of the title system, which is a new class of electron acceptor, have been synthesised; cyclic voltammetric data show that these compounds undergo one- and two-electron reductions.

  已经合成了标题系统的四种衍生物，这是一类新的电子受体。循环伏安数据表明，这些化合物经历了一电子和二电子还原。