bis(2,6-dimethyl-4-methoxyphenyl)hydroxyborane | 50481-12-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: bis(2,6-dimethyl-4-methoxyphenyl)hydroxyborane
• 英文别名: Hydroxybis(4-methoxy-2.6-dimethylphenyl)boran；Bis(4-methoxy-2,6-dimethylphenyl)borinic acid
• CAS: 50481-12-4
• 化学式: C₁₈H₂₃BO₃
• 分子量: 298.19
• InChiKey: AQHBEZVADLXMCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(2,6-dimethyl-4-methoxyphenyl)hydroxyborane 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 以85%的产率得到4-methoxy-2,6-dimethylphenol
  参考文献：
  名称：

  Hindered organoboron groups in organic chemistry. 28 The solvolyses of bis(2,6-dimethyl-4-methoxyphenyl)organylboranes, (DMP)2BR

  摘要：

  Mineral acid catalysed methanolysis of bis (2,6-dimethyl-4-methoxyphenyl)organylboranes(DMP)(2)BR, (1), is much faster than that of the corresponding dimesitylorganylboranes, Mes(2)BR. This allows for the release of organyl groups from 'overhindered' boranes. It also provides a link between (DMP)(2)BR, from which alpha-carbanions can be produced, and RB(OMe)(2) which do not yield a-carbanions. Solvolyses can be enhanced by the use of glycol, which renders even acetic acid on effective solvolysis catalyst.

  DOI：

  10.1016/s0040-4020(01)85690-8

文献信息

• Hindered organoboron groups in organic chemistry. 28 The solvolyses of bis(2,6-dimethyl-4-methoxyphenyl)organylboranes, (DMP)2BR
  作者：Andrew Pelter、Robert Drake

  DOI：10.1016/s0040-4020(01)85690-8

  日期：1994.1

  Mineral acid catalysed methanolysis of bis (2,6-dimethyl-4-methoxyphenyl)organylboranes(DMP)(2)BR, (1), is much faster than that of the corresponding dimesitylorganylboranes, Mes(2)BR. This allows for the release of organyl groups from 'overhindered' boranes. It also provides a link between (DMP)(2)BR, from which alpha-carbanions can be produced, and RB(OMe)(2) which do not yield a-carbanions. Solvolyses can be enhanced by the use of glycol, which renders even acetic acid on effective solvolysis catalyst.