N,N-二乙基萘-2-胺 | 13672-17-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: N,N-二乙基萘-2-胺
• 英文名称: N,N-diethylnaphthalen-2-amine
• 英文别名: 2-(N,N-diethylamino)naphthalene；diethyl naphthalen-2-yl-amine；diethyl-naphthalen-2-yl-amine；diethyl-[2]naphthyl-amine；Diaethyl-[2]naphthyl-amin；Diaethyl-β-naphthylamin
• CAS: 13672-17-8
• 化学式: C₁₄H₁₇N
• 分子量: 199.296
• InChiKey: FGFMOJODEQZXPR-UHFFFAOYSA-N

物化性质

• 沸点：
  169-172 °C(Press: 10 Torr)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-二乙基萘-2-胺 在 lithium 、 二乙胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 JGC-VI 60
  参考文献：
  名称：

  A Convenient Preparation and Utilization of Lithium Dialkylamides

  摘要：

  DOI：

  10.1055/s-1979-28721
• 作为产物：
  描述：

  2-萘胺 在 乙醇 作用下， 生成 N,N-二乙基萘-2-胺
  参考文献：
  名称：

  High potentials as high learners

  摘要：

  To deal with change, organizations need to find and nurture those who are most facile in dealing with it. Identifying those who can learn to behave in new ways requires a different measurement strategy from those often employed, one that looks at the characteristics of the learning agile. In this article, we explain some initial steps toward identifying the women and men with the most potential to lead, regardless of what the future may hold for them. As indicated by a measure of learning from experience, those with the highest potential tend to be interested in first-time challenges, are eager to learn, and can get results under tough conditions. (C) 2000 John Wiley & Sons Inc.

  DOI：

  10.1002/1099-050x(200024)39:4<321::aid-hrm4>3.0.co;2-1

文献信息

• Reductive and Catalytic Monoalkylation of Primary Amines Using Nitriles as an Alkylating Reagent
  作者：Hironao Sajiki、Takashi Ikawa、Kosaku Hirota

  DOI：10.1021/ol047871o

  日期：2004.12.1

  and catalytic mono-N-alkylation method of both aromatic and aliphatic amines using nitriles as an alkylating agent with Pd/C or Rh/C as a catalyst is described. This method is particularly attractive to provide an environmentally benign and applicable alkylation method of amines without using toxic and corrosive alkylating agents such as alkyl halides and carbonyl compounds.

  [反应：参见正文]描述了使用腈作为烷基化剂，以Pd / C或Rh / C为催化剂的芳香族和脂肪族胺的选择性催化单N-烷基化方法。该方法对于提供一种环境友好的胺的烷基化方法而不使用有毒和腐蚀性的烷基化剂（例如卤代烷和羰基化合物）特别有吸引力。
• Electrochemical dehydrogenative cross-coupling of two anilines: facile synthesis of unsymmetrical biaryls
  作者：Mu-Jia Luo、Yang Li、Xuan-Hui Ouyang、Jin-Heng Li、De-Liang He

  DOI：10.1039/c9cc09879h

  日期：——

  A new, general ortho/para-selective anodic dehydrogenative cross-coupling of two aryl amines, naphthalen-2-amine derivatives and anilines, is described. This electrochemical protocol assembles a wide range of unsymmetrical biaryls in good to excellent yields under mild, additional-metal-catalyst-free, oxidant-free conditions with excellent selectivity, broad substrate scope, and wide functional group

  描述了两种芳基胺，萘-2-胺衍生物和苯胺的新的一般的邻/对选择性阳极脱氢交叉偶联。该电化学方案可在温和的，无附加金属催化剂，无氧化剂的条件下，以优异的选择性，宽泛的底物范围和宽泛的官能团耐受性，以良好的产率组装各种不对称的联芳基。通过将重要的药效基团容易地掺入到最终的联芳基中，这一电化学技术得到了突显，并且适用于苯胺的均偶联以生产对称的联芳基。
• Copper-Catalyzed Intermolecular Regioselective Hydroamination of Styrenes with Polymethylhydrosiloxane and Hydroxylamines
  作者：Yuya Miki、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1002/anie.201304365

  日期：2013.10.4

  Playing Reversi with H and N: A copper‐catalyzed intermolecular regioselective hydroamination of styrenes with polymethylhydrosiloxane and hydroxylamine derivatives has been developed. The catalysis accommodates challenging β‐substituted substrates. Moreover, the chiral biphosphine‐ligated copper complex successfully forms benzylamines with good enantiomeric ratios.

  与H和N进行逆反应：已经开发了铜催化的苯乙烯与聚甲基氢硅氧烷和羟胺衍生物的分子间区域选择性加氢胺化反应。催化作用可适应具有挑战性的β-取代的底物。此外，手性双膦连接的铜络合物可成功形成具有良好对映体比率的苄胺。
• One-Pot Synthesis of Highly Substituted Aromatic Amine Derivatives via Pd-Catalyzed Aminobenzannulation Reaction
  作者：Fa-Rong Gou、Peng-Fei Huo、Hai-Peng Bi、Zheng-Hui Guan、Yong-Min Liang

  DOI：10.1021/ol901265b

  日期：2009.8.6

  convenient Pd(0)-catalyzed carboannulation with propargylic compounds for the synthesis of highly substituted aromatic amine derivatives in a one-pot operation was developed. In this process, a significant breakthrough in aminobenzannulation is observed. Moreover, the reaction appears to be very general and suitable for a variety of amines.

  开发了一种新颖且方便的Pd（0）催化与炔丙基化合物的碳环化反应，用于一锅操作合成高度取代的芳族胺衍生物。在此过程中，观察到氨基苯甲酸酯化的重大突破。此外，该反应似乎是非常普遍的，并且适用于多种胺。
• Heterogeneous Rhodium-Catalyzed Aerobic Oxidative Dehydrogenative Cross-Coupling: Nonsymmetrical Biaryl Amines
  作者：Kenji Matsumoto、Masahiro Yoshida、Mitsuru Shindo

  DOI：10.1002/anie.201600400

  日期：2016.4.18

  The first heterogeneously catalyzed oxidative dehydrogenative cross‐coupling of aryl amines is reported herein. 2‐Naphthylamine analogues were reacted with various electron‐rich arenes using a heterogeneous Rh/C catalyst under mild aerobic conditions, thus affording nonsymmetrical biaryl amines in excellent yields with high selectivities. This reaction provides a mild, operationally simple, and efficient

  本文报道了芳基胺的第一个非均相催化的氧化脱氢交叉偶联。使用非均相Rh / C催化剂，在温和的好氧条件下，将2-萘胺类似物与各种富电子芳烃反应，从而以高收率和高选择性提供非对称联芳胺。该反应提供了温和，操作简单和有效的方法来合成联芳基，这对药物和材料化学很重要。