1-(2-methylphenyl)ethan-1-imine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-methylphenyl)ethan-1-imine
• 英文别名: 1-(o-tolyl)ethan-1-imine；1-o-tolyl-ethanone-imine；1-o-Tolyl-aethanon-imin；1-(2-Methylphenyl)ethanimine
• 化学式: C₉H₁₁N
• 分子量: 133.193
• InChiKey: PWUZQBCNMQGYGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(2-methylphenyl)ethan-1-imine 在 乙醇 、 铂 作用下， 生成 1-(邻甲苯基)乙胺
  参考文献：
  名称：

  Ketimines. VI. o-Tolyl Alkyl Ketimines¹

  摘要：

  DOI：

  10.1021/ja01119a035
• 作为产物：
  描述：

  1-(2-甲基苯基)乙醇 在 ([2,5-Me2-3,4-Ph2(η5-C4CNHPh)]Ru(CO)(μ-CO))2 、 二苯基膦叠氮化物 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 1-(2-methylphenyl)ethan-1-imine
  参考文献：
  名称：

  利用N ？的亲核性。H亚胺：由烷基叠氮化物和酸酐合成酰胺

  摘要：

  在与酸酐的反应中，研究了由烷基叠氮化物通过钌催化反应生成的N-未取代亚胺的亲核性。最初的产物是N-酰亚胺，其异构化为相应的酰胺。加热或三乙胺促进了在室温下稳定的N-酰亚胺的异构化。在温和条件下成功合成了各种含各种官能团的无环和环状酰胺。除乙酸酐外，还可使用各种酸酐。从与环状酸酐的反应中，获得含有羧酸基的酰胺。

  DOI：

  10.1002/adsc.201400584

文献信息

• A Facile Synthesis of 2-Aza-1,3-butadienes
  作者：Hidenori Okamoto、Shozo Kato

  DOI：10.1246/bcsj.64.766

  日期：1991.3

  2-Aza-1,3-butadienes bearing alkoxyl substituent were obtained easily by the reaction of ketimines with orthoesters. The reaction proceeded smoothly by the addition of small amount of p-toluenesulfonic acid. When acetals were used in place of orthoesters, the corresponding 2-aza-1,3-butadienes were similarly prepared.

  带有烷氧基取代基的2-氮杂-1,3-丁二烯是通过酮亚胺与邻醇醚的反应轻松获得的。在加入少量对甲苯磺酸后，反应顺利进行。当使用醚基替代邻醇醚时，相应的2-氮杂-1,3-丁二烯同样得以制备。
• 유기 아자이드 및 아실 주개로부터 엔아마이드를 제조하는 방법
  申请人：POSTECH Research and Business Development Foundation 포항공과대학교 산학협력단(220040433361) BRN ▼506-82-07303

  公开号：KR20160059189A

  公开（公告）日：2016-05-26

  본 발명은 유기 아자이드 화합물로부터 질소에 치환기가 없는 이민을 발생시키고, 그와 아실 주개와의 반응을 통해 엔아마이드 화합물을 합성하는 방법에 관한 것이다. 본 발명의 제조 방법을 이용하면, 적절한 촉매를 사용하여 알파 수소를 가진 유기 아자이드로부터 연속한 질소 제거 및 1,2-수소 옮김 반응을 통해 질소에 치환기가 없는 이민을 생성하고, 이 이민과 아실 주개를 반응시켜 엔아마이드 화합물을 합성할 수 있다.

  本发明涉及一种从有机酰胺化合物中引发无氮取代基的迁移，并通过其与酰基试剂的反应合成恩酰胺化合物的方法。利用本发明的制备方法，可以使用适当的催化剂，通过连续氮脱除和1,2-氢迁移反应从具有α-氢的有机酰胺生成无氮取代基的迁移，然后将该迁移与酰基试剂反应来合成恩酰胺化合物。
• Organometallic Complex, Light-Emitting Element, Light-Emitting Device, Electronic Device, and Lighting Device
  申请人：Semiconductor Energy Laboratory Co., Ltd.

  公开号：US20170141330A1

  公开（公告）日：2017-05-18

  To provide a novel organometallic complex having high color purity. The organometallic complex is represented by General Formula (G1), and includes iridium and a ligand. The ligand includes a five-membered aromatic heterocycle including two or more nitrogen atoms and a plurality of aryl groups bonded to the five-membered aromatic heterocycle. At least one of the plurality of aryl groups includes a pentafluorosulfanyl group as a substituent. In General Formula (G1), one of P 1 and P 2 represents nitrogen and the other represents carbon, or both of P 1 and P 2 represent carbon; Q 1 represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms; Q 2 represents any of hydrogen and a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms; each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and any one of Q 1 , Ar 1 , and Ar 2 includes a pentafluorosulfanyl group.

  提供一种具有高色纯度的新型有机金属配合物。该有机金属配合物由通用公式（G1）表示，并包括铱和配体。配体包括一个含有两个或更多氮原子和多个芳基团的五元芳香杂环。多个芳基团中的至少一个包括五氟硫基团作为取代基。在通用公式（G1）中，P1和P2中的一个代表氮，另一个代表碳，或者P1和P2都代表碳；Q1代表氢、具有1至6个碳原子的取代或未取代的烷基基团、具有5至8个碳原子的取代或未取代的环烷基基团、具有6至13个碳原子的取代或未取代的芳基基团和具有3至12个碳原子的取代或未取代的杂芳基团中的任何一种；Q2代表氢和具有1至6个碳原子的取代或未取代的烷基基团中的任何一种；Ar1和Ar2中的每一个独立地代表具有6至13个碳原子的取代或未取代的芳基基团；Q1、Ar1和Ar2中的任何一个包括五氟硫基团。
• An Efficient Protocol to Synthesize N-Acyl-enamides and -Imines by Pd-Catalyzed Carbonylations
  作者：Lin Wang、Helfried Neumann、Anke Spannenberg、Matthias Beller

  DOI：10.1002/chem.201704704

  日期：2018.2.9

  2‐bis(di‐tert‐butylphosphinoxy)ethane (tBu2POCH2CH2OPtBu2) was synthesized. In the presence of this ligand, various N‐acyl enamides were obtained in good yields and chemoselectivity by Pd‐catalyzed carbonylation reaction of imines containing α‐H. Meanwhile, imines without α‐H could be transformed to N‐acyl imines, which form highly hindered amides by straightforward addition of Grignard reagents.

  首次合成了二齿次膦酸酯配体1,2-双（二叔丁基次膦氧基）乙烷（t Bu 2 POCH 2 CH 2 OP t Bu 2）。在存在这种配体的情况下，通过Pd催化含α-H的亚胺的羰基化反应，可以得到高收率和化学选择性的各种N-酰基酰胺。同时，不含α-H的亚胺可以转化为N-酰基亚胺，通过直接添加格利雅试剂即可形成受阻酰胺。
• Aerobic/Room‐Temperature‐Compatible <i>s</i> ‐Block Organometallic Chemistry in Neat Conditions: A Missing Synthetic Tool for the Selective Conversion of Nitriles into Asymmetric Alcohols
  作者：David Elorriaga、Fernando Carrillo‐Hermosilla、Blanca Parra‐Cadenas、Antonio Antiñolo、Joaquín García‐Álvarez

  DOI：10.1002/cssc.202201348

  日期：2022.10.10

  Under neat conditions: The aerobic and room temperature compatible double addition of s-block organometallic reagents into nitriles, in the absence of any external organic solvent, is reported. Thus, direct conversion of nitriles into asymmetric tertiary alcohols is achieved through a one-pot/two-steps modular process, without tedious and energy consuming halfway isolation/purification steps needed

  Under neat conditions ：报道了在没有任何外部有机溶剂的情况下，s-嵌段有机金属试剂在有氧和室温下相容的双重加成到腈中。因此，通过一锅/两步模块化工艺将腈直接转化为不对称叔醇，无需繁琐且耗能的中途分离/纯化步骤。