2-(p-tolyl)-9H-fluoren-9-one | 1433967-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(p-tolyl)-9H-fluoren-9-one
• 英文别名: 2-(p-tolyl)-fluorenone；2-(4-Methylphenyl)fluoren-9-one；2-(4-methylphenyl)fluoren-9-one
• CAS: 1433967-20-4
• 化学式: C₂₀H₁₄O
• 分子量: 270.331
• InChiKey: XWGVFPSEYQGIPT-UHFFFAOYSA-N

物化性质

• 熔点：
  140-142 °C
• 沸点：
  473.9±25.0 °C(predicted)
• 密度：
  1.194±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-氰基苯硼酸 在 双(乙腈)氯化钯(II) 、 tripotassium phosphate "n" hydrate 、 Pd(PPh₃)₂Cl₂ 、 水 、 silver trifluoroacetate 作用下， 以 N,N-二甲基乙酰胺 、 甲苯 、 三氟乙酸 为溶剂， 反应 86.0h， 生成 2-(p-tolyl)-9H-fluoren-9-one
  参考文献：
  名称：

  Novel Syntheses of Fluorenones via Nitrile-Directed Palladium-Catalyzed C–H and Dual C–H Bond Activation

  摘要：

  Novel procedures for the [Pd]/[Ag]/TFA system catalyzed cascade reactions of nitrile directed remote C-H and dual C-H bond activation with insertion of nitrile were developed, which afforded variously polysubstituted fluorenones in moderate to good yields with tolerance of a wide variety of substrates.

  DOI：

  10.1021/ol401063w

文献信息

• Aromatic halogenation using carborane catalyst
  作者：Chandrababu Naidu Kona、Rikuto Oku、Shotaro Nakamura、Masahiro Miura、Koji Hirano、Yuji Nishii

  DOI：10.1016/j.chempr.2023.10.006

  日期：2024.1

  transformations. Classical electrophilic aromatic halogenation using molecular halogens and Lewis/Brønsted acid activators is still a promising synthetic tool; however, it suffers from handling difficulties, low selectivity, and limited functional group tolerance. We herein introduce carborane-based Lewis base catalysts for aromatic halogenation using -halosuccinimides. The developed reaction system

  卤代芳烃一直是现代有机化学领域中的一类重要化学品，因为卤化物官能团提供了许多可能的转化。使用分子卤素和路易斯/布朗斯台德酸活化剂的经典亲电芳香族卤化仍然是一种有前途的合成工具；然而，它存在操作困难、选择性低和官能团耐受性有限的问题。我们在此介绍基于碳硼烷的路易斯碱催化剂，用于使用卤代琥珀酰亚胺进行芳族卤化。所开发的反应体系易于应用于药物分子的后期功能化和多卤代芳烃的高效合成。 β-碳硼烷支架最适合催化，并且通过装饰簇顶点进行可能的微调对于调节卤物种的电子性质以最大化催化性能非常重要。
• Squarylium dye and composition containing same
  申请人：TOYO INK SC HOLDINGS CO., LTD.

  公开号：US11512204B2

  公开（公告）日：2022-11-29

  A squarylium dye [A] that has high invisibility, i.e., exhibits low absorption in the visible light region (400 nm to 750 nm), has excellent near-infrared absorption capability and high light resistance, tends not to exhibit aggregations, and has specific X-ray diffraction peaks; and an image-forming material and the like containing the squarylium dye [A] having said characteristics. The problem is solved by a squarylium dye [A] having specific X-ray diffraction peaks represented by general formula (1). Moreover, the problem is also solved by various materials containing the squarylium dye [A].

  一种具有高隐蔽性的鳞片染料[A]，即在可见光区（400 nm 至 750 nm）吸收率低，具有优异的近红外吸收能力和高耐光性，不易聚集，并具有特定的 X 射线衍射峰；以及一种含有具有上述特性的鳞片染料[A]的图像形成材料等。具有通式（1）表示的特定 X 射线衍射峰的鳞片染料[A]解决了这一问题。此外，含有鳞片染料[A]的各种材料也解决了这一问题。
• Palladium supported SBA-functionalizd 1,2-dicarboxylic acid: The first Pd-based heterogeneous synthesis of fluorenones
  作者：Abolfazl Mohammadkhanni、Ayoob Bazgir

  DOI：10.1016/j.mcat.2017.12.035

  日期：2018.3

  The first Pd-based heterogeneous homo- and cross-coupling reactions for the fluorenones synthesis are reported. The palladium supported SBA-functionalizd 1,2-dicarboxylic acid (Pd@DCA-SBA) was prepared and characterized by the FT-IR, TGA, AAS, TEM, and EDS measurements. The prepared catalyst exhibited a high performance in some homo and cross coupling reactions for the synthesis of fluorenone derivatives using 2-bromo or 2,7-dibromo fluorenone in ethanol-water as green solvent medium. (C) 2017 Elsevier B.V. All rights reserved.
• SQUARYLIUM DYE AND COMPOSITION CONTAINING SAME
  申请人：TOYO INK SC HOLDINGS CO., LTD.

  公开号：US20200115556A1

  公开（公告）日：2020-04-16

  A squarylium dye [A] that has high invisibility, i.e., exhibits low absorption in the visible light region (400 nm to 750 nm), has excellent near-infrared absorption capability and high light resistance, tends not to exhibit aggregations, and has specific X-ray diffraction peaks; and an image-forming material and the like containing the squarylium dye [A] having said characteristics. The problem is solved by a squarylium dye [A] having specific X-ray diffraction peaks represented by general formula (1). Moreover, the problem is also solved by various materials containing the squarylium dye [A].
• Novel Syntheses of Fluorenones via Nitrile-Directed Palladium-Catalyzed C–H and Dual C–H Bond Activation
  作者：Jung-Chih Wan、Jun-Min Huang、Yu-Huei Jhan、Jen-Chieh Hsieh

  DOI：10.1021/ol401063w

  日期：2013.6.7

  Novel procedures for the [Pd]/[Ag]/TFA system catalyzed cascade reactions of nitrile directed remote C-H and dual C-H bond activation with insertion of nitrile were developed, which afforded variously polysubstituted fluorenones in moderate to good yields with tolerance of a wide variety of substrates.