2-fluoro-4-methoxy-1,1'-biphenyl | 634192-51-1

• 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: 2-fluoro-4-methoxy-1,1'-biphenyl
• 英文别名: 2-Fluoro-4-methoxybiphenyl；2-fluoro-4-methoxy-1-phenylbenzene
• CAS: 634192-51-1
• 化学式: C₁₃H₁₁FO
• 分子量: 202.228
• InChiKey: RXYOAIUFEXPFRD-UHFFFAOYSA-N

物化性质

• 沸点：
  281.1±28.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-fluoro-4-methoxy-1,1'-biphenyl 在 吡啶盐酸盐 作用下， 以38%的产率得到3-氟-4-羟基联苯基
  参考文献：
  名称：

  ERβ Ligands. Part 1: The discovery of ERβ selective ligands which embrace the 4-hydroxy-biphenyl template

  摘要：

  The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERP selectivity on the order of 20-70-fold. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00303-1
• 作为产物：
  描述：

  2-氟-4-甲氧基苯酚 在 四(三苯基膦)钯 吡啶 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 生成 2-fluoro-4-methoxy-1,1'-biphenyl
  参考文献：
  名称：

  ERβ Ligands. Part 1: The discovery of ERβ selective ligands which embrace the 4-hydroxy-biphenyl template

  摘要：

  The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERP selectivity on the order of 20-70-fold. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00303-1

文献信息

• Alkylimidazole-Based Phosphines as Efficient Ligands for Palladium-Catalyzed Suzuki Reactions
  作者：Ting Chen、Jin Tao Guan、Zhi Yong Zhang、Jing Jing Chen、Fengyan Liu、Xiaopei Liu

  DOI：10.1002/jhet.3071

  日期：2018.2

  corresponding alkylimidazole by selective deprotonation and quenching with chlorodiphenylphosphine. The novel ligands are easily tunable and exhibit good‐to‐excellent performance in the palladium‐catalyzed Suzuki coupling reaction.

  通过选择性去质子化并用氯二苯膦淬灭，可方便地一步一步从相应的烷基咪唑合成两个系列的基于烷基咪唑的膦。这种新型的配体易于调节，并且在钯催化的Suzuki偶联反应中表现出优异的性能。
• Catalytic activity of 1-methylimidazole-based phosphine ligands in the palladium-catalyzed Suzuki coupling reaction
  作者：Jin Tao Guan、Xiao Ming Song、Zhi Yong Zhang、Ben Mei Wei、Zhi Qun Dai

  DOI：10.1002/aoc.3249

  日期：2015.2

  The catalytic activities of three N‐methylimidazole‐based phosphine ligands in the Suzuki coupling reaction were tested using PdCl2 as the catalyst. The results showed all three phosphine ligands exhibited excellent activity towards the Suzuki reaction, and the catalytic activity decreased with increasing number of imidazole groups. Copyright © 2014 John Wiley & Sons, Ltd.

  使用PdCl 2作为催化剂测试了三个基于N-甲基咪唑的膦配体在Suzuki偶联反应中的催化活性。结果表明，所有三种膦配体均对铃木反应表现出优异的活性，并且随着咪唑基团数量的增加，催化活性降低。版权所有©2014 John Wiley＆Sons，Ltd.
• The Suzuki cross-coupling reaction in pure water catalyzed by ligandless palladium using polyethylene glycol derivatives as surfactant
  作者：Liu Xiang、Zhao Xiaohua、Lu Ming

  DOI：10.1002/aoc.3018

  日期：2013.10

  The results of a ligandless Pd(OAc)2‐catalyzed Suzuki–Miyaura coupling experiment are presented. It was found that the use of polyethylene glycol phosphonium salts (PEG‐quat) as surfactant resulted in very rapid reactions of aryl halides with phenylboronic acids in pure water. Moreover, aryl chlorides such as 4‐nitrochlorobenezene reacted quantitatively with phenylboronic acid under optimized conditions

  提出了无配体的Pd（OAc）2催化的Suzuki-Miyaura偶联实验的结果。发现使用聚乙二醇phospho盐（PEG-quat）作为表面活性剂可使芳基卤化物与苯基硼酸在纯水中非常快速地反应。此外，在优化条件下，芳基氯化物（例如4-硝基氯苯）与苯基硼酸发生了定量反应。版权所有©2013 John Wiley＆Sons，Ltd.
• ERβ Ligands. Part 1: The discovery of ERβ selective ligands which embrace the 4-hydroxy-biphenyl template
  作者：R Edsall

  DOI：10.1016/s0968-0896(03)00303-1

  日期：2003.8.5

  The synthesis and structure-activity relationships of a series of simple biphenyls is described. Optimization of the 4-hydroxy-biphenyl template led to compounds with ERP selectivity on the order of 20-70-fold. (C) 2003 Elsevier Ltd. All rights reserved.