4-[[4-(二甲氨基)苯基]-(4-甲氧基苯基)甲基]-N,N-二甲基苯胺 | 641-59-8

• 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: 4-[[4-(二甲氨基)苯基]-(4-甲氧基苯基)甲基]-N,N-二甲基苯胺
• 英文名称: 4,4'-((4-methoxyphenyl)methylene)bis(N,N-dimethylaniline)
• 英文别名: 4-[[4-(dimethylamino)phenyl]-(4-methoxyphenyl)methyl]-N,N-dimethylaniline
• CAS: 641-59-8
• 化学式: C₂₄H₂₈N₂O
• 分子量: 360.499
• InChiKey: LODBZNCGZZUXFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[[4-(二甲氨基)苯基]-(4-甲氧基苯基)甲基]-N,N-二甲基苯胺 在 硫酸 作用下， 生成 5-(4,4'-bis-dimethylamino-benzhydryl)-2-methoxy-benzenesulfonic acid
  参考文献：
  名称：

  Noelting; Gerlinger, Chemische Berichte, 1906, vol. 39, p. 2053

  摘要：

  DOI：
• 作为产物：
  描述：

  米氏酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 4-[[4-(二甲氨基)苯基]-(4-甲氧基苯基)甲基]-N,N-二甲基苯胺
  参考文献：
  名称：

  Votocek; Matejka, Chemische Berichte, 1913, vol. 46, p. 1758

  摘要：

  DOI：

文献信息

• Metal- and solvent-free synthesis of aniline- and phenol-based triarylmethanes<i>via</i>Brönsted acidic ionic liquid catalyzed Friedel-Crafts reaction
  作者：Nipaphorn Ponpao、Warapong Senapak、Rungnapha Saeeng、Jaray Jaratjaroonphong、Uthaiwan Sirion

  DOI：10.1039/d1ra03724b

  日期：——

  A beneficial, scalable and efficient methodology for the synthesis of aniline-based triarylmethanes has been established through the double Friedel-Crafts reaction of commercial aldehydes and primary, secondary or tertiary anilines using Brönsted acidic ionic liquid as a powerful catalyst, namely [bsmim][NTf2]. This protocol was successfully performed under metal- and solvent-free conditions with a

  通过商业醛与伯、仲或叔苯胺的双重弗里德尔-克来福特反应，使用布朗斯台德酸性离子液体作为强大的催化剂，即[bsmim][，建立了一种有益的、可扩展的和高效的合成苯胺基三芳基甲烷的方法。 NTf 2 ]。该方案在无金属和无溶剂的条件下使用多种底物成功进行，得到了相应的基于苯胺的三芳基甲烷产品，产率良好至优异（高达 99%）。此外，还使用这种有用的方法研究了苯酚和富电子芳烃等替代芳香族亲核试剂，以高至优异的产率获得了多种三芳基甲烷衍生物。
• Halogen-Free Room-Temperature Brønsted Acidic Ionic Liquid [Hmim]⁺ HSO₄ ⁻ as a Recyclable Green “Dual Reagent” Catalysis for the Synthesis of Triarylmethanes (TRAM<scp>s</scp>)
  作者：Chhanda Mukhopadhyay、Arup Datta、Pradip Kumar Tapaswi

  DOI：10.1080/00397911.2011.560742

  日期：2012.8.15

  halogen-free Brønsted acidic ionic liquid methylimidazolium hydrogen sulfate ([Hmim]+ HSO4 −) acts as a very efficient catalyst for the one-pot, two-component Baeyer condensation of a variety of aromatic aldehydes with dimethyl or diethyl aniline at room temperature. This “green” reagent behaves as both catalyst and solvent; that is, it exhibits “dual-reagent catalysis.” The room-temperature acidic ionic liquid

  摘要 无卤 Brønsted 酸性离子液体硫酸氢甲基咪唑鎓 ([Hmim]+ HSO4 -) 是一种非常有效的催化剂，可用于多种芳香醛与二甲基或二乙基苯胺在室温下的一锅双组分拜耳缩合反应。温度。这种“绿色”试剂既是催化剂又是溶剂；也就是说，它表现出“双试剂催化作用”。室温酸性离子液体可以循环多次，反应收率几乎没有损失。这是 Baeyer 合成无卤离子液体的首次报道。图形概要
• Synthesis, Characterization and Application of N,N-Dimethyl-N-Sulfoethan Ammonium tetra-Chloro Aluminate: A Novel micro-Heterogeneous Cata-lyst for Synthesis of tri-Arylmethanes
  作者：Saeid Azimi、Niloofar Mohamadighader

  DOI：10.2174/1570178617999200925205313

  日期：2020.9.25

  liquid and heterogenised by changing the anion reaction. The new heterogeneous acidic catalyst was characterized by SEM images, EDS analysis, AFM images, Ft-IR, HNMR, 13CNMR and Mass Spectroscopy. It was applied to the synthesis of tri-arylmethanes throughout one-pot tri-component reactions among aromatic aldehydes, N,N-dimethylaniline and other carbonic nucleophiles such as anisole and indole. Hence, the

  一种新的固体催化剂由离子液体合成，并通过改变阴离子反应进行异质化。通过SEM图像、EDS分析、AFM图像、Ft-IR、HNMR、13 CNMR和质谱对新型多相酸性催化剂进行表征。它被应用于芳醛、N,N-二甲基苯胺和其他含碳亲核试剂（如苯甲醚和吲哚）之间的一锅三组分反应中合成三芳基甲烷。因此，引入了方便且廉价的微多相催化剂的合成，其效率得到了证实。此外，在这个简单而干净的过程中合成了各种有用的产品。
• Synthesis of symmetric triarylmethane derivatives catalyzed by AIL ionic liquid
  作者：Li Q. Kang、Han Gao、Yue Q. Cai

  DOI：10.1007/s00706-017-2053-2

  日期：2018.1

  AbstractAn efficient, eco-friendly ionic liquid was described for the synthesis of symmetric triarylmethane derivatives via Baeyer condensation of N,N-dimethylaniline with different active aromatic aldehyde compounds using amide ionic liquid as a catalyst. The syntheses were achieved for the first time using amide ionic liquid as a catalyst eliminating the need for a volatile organic solvent. The advantages

  摘要描述了一种有效的，生态友好的离子液体，用于通过酰胺离子液体作为催化剂，通过N，N-二甲基苯胺与不同的活性芳香醛化合物的Baeyer缩合反应合成对称的三芳基甲烷衍生物。首次使用酰胺离子液体作为催化剂完成了合成，消除了对挥发性有机溶剂的需求。该离子液体的优点是低成本和操作简单。 图形概要
• SbCl₃-catalyzed one-pot synthesis of 4,4′-diaminotriarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies
  作者：Ghasem Rezanejade Bardajee

  DOI：10.3762/bjoc.7.19

  日期：——

  A simple, efficient, and mild procedure for a solvent-free one-step synthesis of various 4,4′-diaminotriarylmethane derivatives in the presence of antimony trichloride as catalyst is described. Triarylmethane derivatives were prepared in good to excellent yields and characterized by elemental analysis, FTIR, ¹H and ¹³C NMR spectroscopic techniques. The structural and vibrational analysis were investigated by performing theoretical calculations at the HF and DFT levels of theory by standard 6-31G*, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results.

  本文介绍了一种简单、高效、温和的无溶剂单步合成各种4,4'-二氨基三芳基甲烷衍生物的方法，该方法以三氯化锑为催化剂。三芳基甲烷衍生物的产率良好至优良，并通过元素分析、傅里叶变换红外光谱、¹H和¹³C NMR光谱技术进行了表征。通过标准6-31G*、6-31G*/B3LYP和B3LYP/cc-pVDZ方法进行理论计算，研究了结构和振动分析，并获得了实验和理论结果之间的良好一致性。