4,5-dimethyl-9H-carbazole | 18992-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 4,5-dimethyl-9H-carbazole
• 英文别名: Carbazole, 4,5-dimethyl-
• CAS: 18992-66-0
• 化学式: C₁₄H₁₃N
• 分子量: 195.264
• InChiKey: UTLHWUDJBGPICC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  4,5-dimethyl-9H-carbazole 在 正丁基锂 、 三氟甲磺酸 、 palladium diacetate 、 copper(II) oxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 25.0h， 生成 4,5-dimethyl-1-(p-tolyl)-9H-carbazole
  参考文献：
  名称：

  临时（PO）导向基团通过钯催化实现咔唑邻芳基化

  摘要：

  实现了钯催化的临时P（O）导向基团协助咔唑的C–H键芳基化。引导基团的释放是在反应中自发发生的，并且机理研究表明，酸对于N-P键的裂解至关重要。

  DOI：

  10.1039/d0cc07596e
• 作为产物：
  描述：

  (S)-(-)-6,6'-二甲基-2,2'-联苯二胺 在 硫酸 作用下， 反应 24.0h， 以90%的产率得到4,5-dimethyl-9H-carbazole
  参考文献：
  名称：

  Tsunashima, Yutaka; Kuroki, Masatane, Heterocycles, 1984, vol. 21, # 2, p. 723

  摘要：

  DOI：

文献信息

• Site-Specific Synthesis of Carbazole Derivatives through Aryl Homocoupling and Amination
  作者：Jaeyoung Ban、Minkyung Lim、Saira Shabbir、Junghyun Baek、Hakjune Rhee

  DOI：10.1055/s-0039-1690759

  日期：2020.3

  We synthesized various carbazoles from anilines through a three-step process with good overall yields (up to 48%). This process comprises N-acetylation, copper(0)-mediated Ullmann homocoupling, and acid-mediated intramolecular amination. It permits various functional­ groups on the substrate. Scale-up of the developed three-step synthetic route to carbazoles was also demonstrated.

  我们通过三步法从苯胺合成了各种咔唑，总收率良好（高达48％）。该过程包括N-乙酰化，铜（0）介导的乌尔曼均偶联和酸介导的分子内胺化。它允许在基材上形成各种官能团。还证实了已开发的三步合成路线逐步扩大为咔唑。
• ORGANIC MOLECULES, ESPECIALLY FOR USE IN ORGANIC OPTOELECTRONIC DEVICES
  申请人：CYNORA GMBH

  公开号：US20180134686A1

  公开（公告）日：2018-05-17

  The invention relates to an organic molecule, especially for use in optoelectronic components. According to the invention, the organic molecule contains a first chemical unit having a structure of formula I and a second chemical unit having a structure of formula II where the first chemical unit is joined to the second chemical unit via a single bond; where the following definitions apply: V is an attachment point of the single bond between the first chemical unit of formula I and the chemical unit or selected from the group consisting of R 2 , CN; V is H or an attachment point of the single bond between the first chemical unit of formula I and the chemical unit; T and W are each an attachment point of the single bond between the first chemical unit and the second chemical unit or selected from the group consisting of R 2 , CN; X and Y are each selected from the group consisting of R 2 and CN.

  本发明涉及一种有机分子，特别是用于光电子元件。根据本发明，所述有机分子包含具有式I结构的第一化学基团和具有式II结构的第二化学基团，其中第一化学基团通过单键连接到第二化学基团；其中以下定义适用：V是第一化学基团的式I和化学基团之间单键的连接点，所述化学基团选自R2、CN组成的群体；V是H或第一化学基团的式I和化学基团之间单键的连接点；T和W分别是第一化学基团和第二化学基团之间单键的连接点，所述连接点选自R2、CN组成的群体；X和Y分别选自R2和CN组成的群体。
• Palladium‐Catalyzed Synthesis of Alkylcarbazoles and Their Identification in Petroleum and Source Rocks**
  作者：Gabriele Theumer、Ingmar Bauer、Anne Jäger、Lorenz Schwark、Hans‐Joachim Knölker

  DOI：10.1002/ejoc.202200456

  日期：2022.6.13

  investigated and it was found that they show a characteristic GC-MS pattern of C2-alkylcarbazoles. The ethyl- and dimethylcarbazoles used as analytical standards have been prepared by palladium-catalyzed synthesis.

  研究了来自不同来源的石油样品，发现它们显示出 C 2 -烷基咔唑的特征 GC-MS 模式。用作分析标准的乙基咔唑和二甲基咔唑是通过钯催化合成制备的。
• ORGANIC ELECTROLUMINESCENCE ELEMENT
  申请人：Kyushu University, National University Corporation

  公开号：EP3843167A1

  公开（公告）日：2021-06-30

  An organic electroluminescent device having an anode, a cathode, and a light-emitting layer between the anode and the cathode, wherein the light-emitting layer contains at least a first organic compound, a second organic compound and a third organic compound satisfying the following formula (A), the second organic compound is a delayed fluorescent material, and the third organic compound is a light-emitting material, has a high light emission efficiency. Formula (A): ES1(A) > ES1(B) > ES1(C) wherein ES1(A), ES1(B) and ES1(C) each represent a lowest excited singlet energy level of the first organic compound, the second organic compound and the third organic compound, respectively.

  一种有机电致发光器件，具有阳极、阴极和位于阳极与阴极之间的发光层，其中发光层至少含有满足下式（A）的第一有机化合物、第二有机化合物和第三有机化合物，第二有机化合物是一种延迟荧光材料，第三有机化合物是一种发光材料，具有较高的发光效率。式（A）：ES1(A)>ES1(B)>ES1(C) 其中 ES1(A)、ES1(B) 和 ES1(C) 分别代表第一种有机化合物、第二种有机化合物和第三种有机化合物的最低激发单线能级。
• Tsunashima, Yutaka; Kuroki, Masatane, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 315 - 318
  作者：Tsunashima, Yutaka、Kuroki, Masatane

  DOI：——

  日期：——