2-Cyanomethyl-1,1,3,3-tetracynopropen-K-Salz | 25555-01-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-Cyanomethyl-1,1,3,3-tetracynopropen-K-Salz
• CAS: 25555-01-5
• 化学式: C₉H₂N₅*K
• 分子量: 219.247
• InChiKey: VGWHQYWNKLVZNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.13
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  118.95
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-Cyanomethyl-1,1,3,3-tetracynopropen-K-Salz 在 哌啶 、 盐酸 作用下， 以 异丙醇 为溶剂， 反应 28.0h， 生成 2-amino-6-chloro-4-(1-cyano-4-(4-methoxyphenyl)buta-1,3-dien-1-yl)pyridine-3,5-dicarbonitrile
  参考文献：
  名称：

  1,4-二芳基丁-1,3-二烯系列新型烟腈基发色团的合成及光物理性质

  摘要：

  开发了包含 1,4-diarylbuta-1,3-diene 系统的新型供体-受体发色团的简便合成方法。研究了化合物在各种溶剂和固态中的光学性质。结果发现，具有未取代和甲氧基取代的苯基部分与 2-氨基-6-氯吡啶-3,5-二腈受体结合的化合物在粉末中表现出中等的光致发光，在溶液中表现出微弱的发射。同时，苯基部分中二甲氨基的存在导致发色团在许多有机溶剂和无定形固体中产生更强的分子内电荷转移 (ICT) 发射，并产生有趣的酸致变色特性。

  DOI：

  10.1016/j.dyepig.2023.111432
• 作为产物：
  描述：

  丙二腈 在 potassium hydroxide 作用下， 以 melt 为溶剂， 以78%的产率得到2-Cyanomethyl-1,1,3,3-tetracynopropen-K-Salz
  参考文献：
  名称：

  芳香环共轭多氰基阴离子的合成

  摘要：

  描述了通过芳族醛与丙二腈三聚钾盐的Knoevenagel缩合反应，通过乙烯片段与芳基取代基共轭的多氰基阴离子的合成。

  DOI：

  10.1016/j.tetlet.2017.09.012

文献信息

• Synthesis and Solid State Fluorescence of Malononitrile Trimer Ylidene Derivatives in Aqueous Medium under Ultrasonication
  作者：I. N. Bardasov、A. Yu. Alekseeva、E. A. Mel’nik、A. I. Ershova、O. V. Ershov

  DOI：10.1134/s1070428021070058

  日期：2021.7

  malononitrile trimer were obtained by reactions of substituted benzaldehydes and cinnamaldehydes with malononitrile trimer in aqueous medium under ultrasonic irradiation. The synthesized salts showed solid state fluorescence with the emission maxima located in the region λ 528–740 nm, depending on the substituent in the aromatic ring.

  摘要 通过取代苯甲醛和肉桂醛与丙二腈三聚体在超声辐照下在水性介质中反应得到丙二腈三聚体的苯亚甲基和肉桂基衍生物的钾盐。合成的盐显示固态荧光，发射最大值位于 λ 528-740 nm 区域，具体取决于芳环中的取代基。
• Synthesis and Optical Properties of Cinnamylidene Derivatives of Malononitrile Trimer
  作者：I. N. Bardasov、A. U. Alekseeva、N. P. Dianov、A. A. Mikhailov、O. V. Ershov

  DOI：10.1134/s1070428019110149

  日期：2019.11

  Potassium salts of cinnamylidene derivatives of malononitrile trimer were obtained by the reactions of malononitrile trimer with cinnamaldehyde derivatives. The optical properties of the synthesized salts were studied to show that they absorb, depending on the substituent, in the range of 358-460 nm. The solid-state fluorescence with an emission maximum at 458-460 nm is practically independent of the nature of the substituent and is due to the tetracyanopropene fragment.
• Micelle-Catalyzed Synthesis of Arylmethylidene Derivatives of Malononitrile Trimer and Study of Their Optical Properties
  作者：A. U. Alekseeva、N. P. Dianov、N. N. Yashchenko、S. V. Zhitar’、I. N. Bardasov

  DOI：10.1134/s1070428020050061

  日期：2020.5

  Potassium salts of arylmethylidene derivatives of malononitrile trimer were obtained by the reactions of aromatic aldehydes with malononitrile trimer in an aqueous medium under micellar catalysis. The optical properties of the synthesized salts were studied to show they absorb in the range of 313-436 nm, depending on the substituent. Exchange reactions with various metal salts showed that the synthesized derivatives of malononitrile trimer form difficultly soluble compounds with silver salts.