(5-氯-2-(甲氧基甲氧基)苯基)硼酸 | 609352-56-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (5-氯-2-(甲氧基甲氧基)苯基)硼酸
• 中文别名: 5-氯-2-(甲氧基甲氧基)苯基硼酸
• 英文名称: 2-methoxymethoxy-5-chlorophenylboronic acid
• 英文别名: (5-Chloro-2-(methoxymethoxy)phenyl)boronic acid；[5-chloro-2-(methoxymethoxy)phenyl]boronic acid
• CAS: 609352-56-9
• 化学式: C₈H₁₀BClO₄
• 分子量: 216.429
• InChiKey: QTWCKSWCYVBQTN-UHFFFAOYSA-N

物化性质

• 沸点：
  395.6±52.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.0
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-氯-2-(甲氧基甲氧基)苯基)硼酸 在 四(三苯基膦)钯 sodium carbonate 、 magnesium sulfate 作用下， 以 乙二醇二甲醚 、 二氯甲烷 为溶剂， 反应 35.0h， 生成 5-chloro-2-methoxymethoxybiphenyl
  参考文献：
  名称：

  Combined Directed ortho Metalation/Suzuki−Miyaura Cross-Coupling Strategies. Regiospecific Synthesis of Chlorodihydroxybiphenyls and Polychlorinated Biphenyls

  摘要：

  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.

  DOI：

  10.1021/jo062543i
• 作为产物：
  描述：

  1-氯-4-(甲氧基甲氧基)苯 在 四甲基乙二胺 、 水 、 仲丁基锂 作用下， 以 乙醚 为溶剂， 生成 (5-氯-2-(甲氧基甲氧基)苯基)硼酸
  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

• Polymerization of<b><i>t</i></b>-Butyl Vinyl Ether Mediated by an Aluminum Lewis Acid–TrF System and Its Complex Structure–Tacticity Correlation
  作者：Masataka Oishi、Hisashi Yamamoto

  DOI：10.1246/bcsj.74.1445

  日期：2001.8

  A variety of aluminum (aryloxide)s were used with triphenylmethyl fluoride (TrF) initiator for the isoselective cationic polymerization of t-butyl vinyl ether. This contribution discusses the relationship between polymer tacticity and counteranion structure, which changed according to the bulkiness, strength and chirality of the Lewis acid combined with TrF so as to make the ionic pair more interactive

  多种铝（芳基氧化物）与三苯甲基氟（TrF）引发剂一起用于叔丁基乙烯基醚的等选择性阳离子聚合。该贡献讨论了聚合物立构规整度与抗衡阴离子结构之间的关系，其根据与 TrF 结合的路易斯酸的体积、强度和手性而变化，从而使离子对在聚合过程中更具相互作用。新开发的有机铝活化剂 15 和 22 的 mm = 55-57%，与非手性铝化合物相比，mm 增加了 10% 以上。
• 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。
• 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.