4'-chloro-2,3-dimethoxybiphenyl | 171204-99-2

• 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: 4'-chloro-2,3-dimethoxybiphenyl
• 英文别名: 4-Chloro-2',3'-dimethoxybiphenyl；1-(4-chlorophenyl)-2,3-dimethoxybenzene
• CAS: 171204-99-2
• 化学式: C₁₄H₁₃ClO₂
• 分子量: 248.709
• InChiKey: BQQSFXZPQMFLTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-chloro-2,3-dimethoxybiphenyl 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 4'-Chloro-2,3-dihydroxybiphenyl
  参考文献：
  名称：

  Directed ortho-metalation and Suzuki–Miyaura cross-coupling connections: regiospecific synthesis of all isomeric chlorodihydroxybiphenyls for microbial degradation studies of PCBs

  摘要：

  单氯DHBs 1a–d 和 2a–c 通过定向邻位金属化和铃木–宫浦交叉偶联的组合以良好的总体产率区域选择性合成。

  DOI：

  10.1039/a907279i
• 作为产物：
  描述：

  (2,3-Dimethoxyphenyl)-dimethoxyborane 在 四(三苯基膦)钯 水 、 氢气 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 4'-chloro-2,3-dimethoxybiphenyl
  参考文献：
  名称：

  Directed ortho-metalation and Suzuki–Miyaura cross-coupling connections: regiospecific synthesis of all isomeric chlorodihydroxybiphenyls for microbial degradation studies of PCBs

  摘要：

  单氯DHBs 1a–d 和 2a–c 通过定向邻位金属化和铃木–宫浦交叉偶联的组合以良好的总体产率区域选择性合成。

  DOI：

  10.1039/a907279i

文献信息

• Transition-metal-free oxidative trifluoromethylation of unsymmetrical biaryls with trifluoromethanesulfinate
  作者：Yu-Dong Yang、Kanji Iwamoto、Etsuko Tokunaga、Norio Shibata

  DOI：10.1039/c3cc41667d

  日期：——

  A transition-metal-free direct oxidative trifluoromethylation of unsymmetrical biaryls has been achieved by the simple combination of trifluoromethanesulfinate and phenyliodine bis(trifluoroacetate). The trifluoromethylation is selectively observed in the electron-rich arenes.

  实现了一种无过渡金属的直接氧化三氟甲基化不对称联苯的方法，采用了三氟甲基磺酸盐和二（三氟乙酸）碘苯的简单组合。三氟甲基化在富电子芳烃中具有选择性。
• Combined Directed <b><i>ortho</i></b> Metalation/Suzuki−Miyaura Cross-Coupling Strategies. Regiospecific Synthesis of Chlorodihydroxybiphenyls and Polychlorinated Biphenyls
  作者：S. Nerdinger、C. Kendall、X. Cai、R. Marchart、P. Riebel、M. R. Johnson、C.-F. Yin、N. Hénaff,、L. D. Eltis、V. Snieckus

  DOI：10.1021/jo062543i

  日期：2007.8.1

  The Directed ortho Metalation (DoM)/Suzuki-Miyaura cross-coupling strategy is applied for the regiospecific construction of all isomeric monochloro and selected dichloro and trichloro 2,3-dihydroxybiphenyls (DHBs). The combined methodology highlights iterative DoM processes, hindered Suzuki-Miyaura couplings, and advantages in diversity in approaches from commercial starting materials leading to provision of chloro-DHBs as single isomers in high purity and on a gram scale. The syntheis of several PCBs are also reported.
• Directed ortho-metalation and Suzuki–Miyaura cross-coupling connections: regiospecific synthesis of all isomeric chlorodihydroxybiphenyls for microbial degradation studies of PCBs
  作者：S. Nerdinger、R. Marchhart、P. Riebel、C. Kendall、M. R. Johnson、C.-F. Yin、V. Snieckus、L. D. Eltis

  DOI：10.1039/a907279i

  日期：——

  Monochloro DHBs 1a–d and 2a–c have been regioselectively synthesised in good overall yields by a combination of directed ortho metalation and Suzuki–Miyaura cross-coupling.

  单氯DHBs 1a–d 和 2a–c 通过定向邻位金属化和铃木–宫浦交叉偶联的组合以良好的总体产率区域选择性合成。