2,2-二-(4-N,N-二甲胺苯基)-2-苯乙腈 | 4468-56-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 2,2-二-(4-N,N-二甲胺苯基)-2-苯乙腈
• 英文名称: bis(4-N,N-dimethylaminophenyl)phenylacetonitrile
• 英文别名: Malachitgruen-Leukonitril；malachite green leuconitrile；malachite green leucocyanide；Malachitgruenleucocyanid；Bis[4-(dimethylamino)phenyl](phenyl)acetonitrile；2,2-bis[4-(dimethylamino)phenyl]-2-phenylacetonitrile
• CAS: 4468-56-8
• 化学式: C₂₄H₂₅N₃
• 分子量: 355.483
• InChiKey: ORZXJYFZPFFYJC-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  506.8±50.0 °C(Predicted)
• 密度：
  1.115±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  30.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-二-(4-N,N-二甲胺苯基)-2-苯乙腈 在 乙醇 作用下， 生成 孔雀石绿
  参考文献：
  名称：

  Lifschitz, Chemische Berichte, 1919, vol. 52, p. 1920

  摘要：

  DOI：
• 作为产物：
  描述：

  [4-[(4-二甲基氨基苯基)-苯基亚甲基]-1-环己-2,5-二烯亚基]-二甲基氯化铵 在 氢氰酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 2,2-二-(4-N,N-二甲胺苯基)-2-苯乙腈
  参考文献：
  名称：

  Sinev, V. V.; Nikolova, T. A., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, p. 2079 - 2083

  摘要：

  DOI：

文献信息

• COMPOSITIONS AND METHODS FOR DETECTING NERVE AGENTS
  申请人：Corcoran Robert C.

  公开号：US20100130757A1

  公开（公告）日：2010-05-27

  The present invention provides methods and compositions for detecting, identifying and measuring the abundance of chemical nerve agents. Methods and compositions of the present invention are capable of providing selective detection of phosphorous based nerve agents, such as nerve agents that are esters of methyl phosphonic acid derivatives incorporating a moderately good leaving group at the phosphorus. Selectivity in the present invention is provided by a sensor composition having an alpha (α) effect nucleophile group that undergoes specific nucleophilic substitution and rearrangement reactions with phosphorus based nerve agents having a tetrahederal phosphorous bound to oxygen. The present invention includes embodiments employing a sensor composition further comprising a reporter group covalently linked to the alpha effect nucleophile group allowing rapid optical readout of nerve agent detection events, including direct visual readout and optical readout via spectroscopic analysis.

  本发明提供了用于检测、识别和测量化学神经毒剂丰度的方法和组合物。本发明的方法和组合物能够选择性地检测基于磷的神经毒剂，例如酯化了在磷上具有中等良好离去基团的甲基膦酸衍生物的神经毒剂。本发明中的选择性是通过具有α效应亲核基团的传感器组合物提供的，该亲核基团与磷基神经毒剂发生特定的亲核取代和重排反应，其中磷与氧结合形成四面体磷。本发明包括采用传感器组合物的实施例，该传感器组合物进一步包括与α效应亲核基团共价连接的报告基团，允许对神经毒剂检测事件进行快速光学读数，包括直接视觉读数和通过光谱分析的光学读数。
• Photochemistry and Photophysics of Triarylmethane Dye Leuconitriles
  作者：Viktor V. Jarikov、Douglas C. Neckers

  DOI：10.1021/jo000374a

  日期：2001.2.1

  photochemical reactions of crystal violet leuconitrile (CVCN) were investigated by the means of product analysis and trapping experiments, laser flash and steady-state photolysis, and steady-state fluorescence. The influence of oxygen on the reaction was examined in detail. The photochemistry of malachite green leuconitrile (MGCN), basic fuchsin leuconitrile (BFCN), and crystal violet leucomethyl (CVMe)

  通过产物分析和俘获实验，激光闪光和稳态光解以及稳态荧光​​的方法研究了结晶紫晶腈（CVCN）的光化学反应。详细检查了氧气对反应的影响。研究了孔雀石绿亮腈（MGCN），碱性品红亮氨酸（BFCN），结晶紫亮氨乙基（CVMe）和亮氨苄基（CVBn）以及三苯基乙腈的光化学性质。结果表明电离从S1发生，而二-pi-甲烷反应是从T1开始的光化学途径。
• Gold‐Catalyzed Oxidative Cross‐Coupling Reactions among Two Distinct Arenes and One Gold Carbene with Phosphoric Acids as Cocatalysts
  作者：Manoj D. Patil、Balaji S. Kale、Rai‐Shung Liu

  DOI：10.1002/adsc.202000879

  日期：2020.12.22

  Gold‐catalyzed oxidative cross‐coupling reactions of two distinct arenes with one gold carbene furnish triarylmethane products. Notably, competitive homo‐coupling reactions are efficiently suppressed with a phosphoric acid as co‐catalyst (10 mol%) in THF. These cross‐coupling reactions have a wide scope of applicable substrates, with respect to indoles, arylamines, and α‐aryl diazo cyanides or esters

  两个不同的芳烃与一个金卡宾的金催化的氧化交叉偶联反应提供了三芳基甲烷产物。值得注意的是，在THF中使用磷酸作为助催化剂（10 mol％）可有效抑制竞争性均偶联反应。这些交叉偶联反应对于吲哚，芳基胺和α-芳基重氮氰化物或酯具有广泛的适用底物。我们的机理分析表明，芳基苯胺的碱度极大地影响了交叉偶联效率。
• Color intensity control in polymers using triarylmethane leuconitriles as color formers
  作者：John H Malpert、Oleg Grinevich、Bernd Strehmel、Viktor Jarikov、Alexander Mejiritski、Douglas C Neckers

  DOI：10.1016/s0040-4020(00)01088-7

  日期：2001.2

  Several triarylmethane leuconitriles have been synthesized. Color formation rates of triarylmethane dyes from corresponding leuconitriles have been compared in various media. Routes to color-on-demand processes are discussed.

  已经合成了几种三芳基甲烷亮腈。在各种介质中，已经比较了来自相应的亮腈的三芳基甲烷染料的颜色形成速率。讨论了按需颜色处理的方法。
• Compositions and methods for detecting nerve agents
  申请人：University of Wyoming

  公开号：US07951607B2

  公开（公告）日：2011-05-31

  The present invention provides methods and compositions for detecting, identifying and measuring the abundance of chemical nerve agents. Methods and compositions of the present invention are capable of providing selective detection of phosphorous based nerve agents, such as nerve agents that are esters of methyl phosphonic acid derivatives incorporating a moderately good leaving group at the phosphorus. Selectivity in the present invention is provided by a sensor composition having an alpha (α) effect nucleophile group that undergoes specific nucleophilic substitution and rearrangement reactions with phosphorus based nerve agents having a tetrahederal phosphorous bound to oxygen. The present invention includes embodiments employing a sensor composition further comprising a reporter group covalently linked to the alpha effect nucleophile group allowing rapid optical readout of nerve agent detection events, including direct visual readout and optical readout via spectroscopic analysis.

  本发明提供了检测、鉴定和测量化学神经毒剂丰度的方法和组合物。本发明的方法和组合物能够选择性地检测基于磷的神经毒剂，例如在磷酸甲基衍生物中包含中等良好的离去基的神经毒剂。本发明的选择性是通过传感器组合物提供的，该组合物具有α效应亲核基团，该亲核基团与四面体磷酸盐结合的含氧基团的神经毒剂进行特定的亲核取代和重排反应。本发明包括采用传感器组合物的实施方式，该传感器组合物进一步包括与α效应亲核基团共价连接的报告基团，从而允许快速的神经毒剂检测事件的光学读出，包括直接视觉读出和通过光谱分析的光学读出。