6-硝基-2-联苯羧酸 | 91804-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 6-硝基-2-联苯羧酸
• 英文名称: 6-nitro-biphenyl-2-carboxylic acid
• 英文别名: 6-Nitro-biphenyl-2-carbonsaeure；o-Nitro-Biphenylcarboxylic Acid；2-Phenyl-3-nitrobenzoic Acid；6-Nitro-2-biphenylcarbonsaeure；3-Nitro-2-phenylbenzoic acid
• CAS: 91804-34-1
• 化学式: C₁₃H₉NO₄
• 分子量: 243.219
• InChiKey: CGVYXCSHRKEUQN-UHFFFAOYSA-N

物化性质

• 熔点：
  187-188 °C
• 沸点：
  392.5±30.0 °C(Predicted)
• 密度：
  1.358±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  6-硝基-2-联苯羧酸 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 6-氯联苯-2-羧酸
  参考文献：
  名称：

  半合成青霉素。I.2-联苯苄青霉素。

  摘要：

  DOI：

  10.1021/jm00333a001
• 作为产物：
  描述：

  6-甲基-2-硝基联苯 在 吡啶 、 potassium permanganate 、 水 作用下， 生成 6-硝基-2-联苯羧酸
  参考文献：
  名称：

  半合成青霉素。I.2-联苯苄青霉素。

  摘要：

  DOI：

  10.1021/jm00333a001

文献信息

• USE OF ARYL CHLORIDES IN PALLADIUM-CATALYZED C-H BOND FUNCTIONALIZATION
  申请人：Daugulis Olafs

  公开号：US20090012293A1

  公开（公告）日：2009-01-08

  A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.

  一种将氯代芳烃和钯催化剂高效地将碳氢键转化为碳碳键的一步法方法被揭示。该方法可以更快地引入复杂的分子实体，而这个过程通常需要更多的步骤。这一发明特别适用于有机合成复杂分子，例如但不限于药用分子。
• Use of aryl chlorides in palladium-catalyzed C-H bond functionalization
  申请人：The University of Houston System

  公开号：US08114993B2

  公开（公告）日：2012-02-14

  A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.

  本发明揭示了一种使用氯代芳烃和钯催化剂高效地将碳氢键转化为碳碳键的单步方法。该方法允许更快地引入复杂的分子实体，否则这个过程需要更多的步骤。本发明特别适用于合成复杂分子，如药物分子等。
• Electricity-Promoted Friedel–Crafts Acylation of Biarylcarboxylic Acids
  作者：Chen Liu、Jiage Yu、Liang Bao、Gaoyuan Zhang、Xinyue Zou、Bing Zheng、Yiyi Li、Yunfei Zhang

  DOI：10.1021/acs.joc.2c03071

  日期：2023.3.17

  electricity-promoted method for Friedel–Crafts acylation of biarylcarboxylic acids is described in this research. Various fluorenones can be accessed in up to 99% yields. During the acylation, electricity plays an essential role, which might motivate the chemical equilibrium by consuming the generated TFA. This study is predicted to provide an avenue to realize Friedel–Crafts acylation in a more environmentally friendly

  本研究描述了一种用于联芳基羧酸 Friedel-Crafts 酰化的电促进方法。可以以高达 99% 的收率获得各种芴酮。在酰化过程中，电起着至关重要的作用，它可能通过消耗生成的 TFA 来促进化学平衡。预计这项研究将为在更环保的过程中实现 Friedel-Crafts 酰化提供一条途径。
• Synthesis of substituted 5[H]phenanthridin-6-ones as potent poly(ADP-ribose)polymerase-1 (PARP1) inhibitors
  作者：Jia-He Li、Larisa Serdyuk、Dana V. Ferraris、Ge Xiao、Kevin L. Tays、Paul W. Kletzly、Weixing Li、Susan Lautar、Jie Zhang、Vincent J. Kalish

  DOI：10.1016/s0960-894x(01)00281-5

  日期：2001.7

  1-, 2-, 3-, 4-, 8-, or 10-Substituted 5(H)phenanthridin-6-ones were synthesized and found to be potent PARP1 inhibitors. Among the 28 compounds prepared. some showed not only low IC50 values (compound 1b, 10 nM) but also desirable water solubility characteristics. These properties, which are superior to the common PARP1 inhibitors such as benzamides and isoquinolin-1-ones, are essential for potential therapeutic usage. The variety of compounds allows SAR analysis of favored substituents and substituted positions on 5(H)phenanthridin-6-one ring. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Ortho Phenyl Biphenyls and “Synchronized Rotation”
  作者：A. M. Sadler、G. Powell

  DOI：10.1021/ja01327a035

  日期：1934.12