1-(dibromomethyl)-2,3-dihydro-1H-inden-2-ol | 1481685-02-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 1-(dibromomethyl)-2,3-dihydro-1H-inden-2-ol
• 英文别名: 2-(Dibromomethyl)-1,3-dihydroinden-2-ol；2-(dibromomethyl)-1,3-dihydroinden-2-ol
• CAS: 1481685-02-2
• 化学式: C₁₀H₁₀Br₂O
• 分子量: 305.997
• InChiKey: LSGJTXLWWANFHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三溴甲烷 、 2-茚酮 在 四氢呋喃 、 四氯化钛 、 magnesium 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 3.0h， 以71%的产率得到1-(dibromomethyl)-2,3-dihydro-1H-inden-2-ol
  参考文献：
  名称：

  Bromoform Activation. TiCl₄–Mg-Promoted CHBr₂^– and CBr₃^– Transfer to a Variety of Aldehydes and Ketones

  摘要：

  TiCl4-Mg can mediate addition of CHBr3 to a variety of aldehydes and ketones to form dibromomethyl carbinols and also be used to effect CBr3 transfer to carbonyl groups to form tribromomethyl carbinols. The successful application of TiCl4-Mg-promoted coupling of CHBr3 with various carbonyl compounds, especially in the case of highly enolizable ketones such as 2-indanone and beta-tetralone, highlights the extraordinary reactivity and selectivity and the weakly basic nature of this system.

  DOI：

  10.1021/ol402861a

文献信息

• Bromoform Activation. TiCl₄–Mg-Promoted CHBr₂^– and CBr₃^– Transfer to a Variety of Aldehydes and Ketones
  作者：Tu-Hsin Yan、Su-Haur Chang、Cheng-Ta Chang、Chia-Kuan Lin、Chien-Yu Liu

  DOI：10.1021/ol402861a

  日期：2013.11.15

  TiCl4-Mg can mediate addition of CHBr3 to a variety of aldehydes and ketones to form dibromomethyl carbinols and also be used to effect CBr3 transfer to carbonyl groups to form tribromomethyl carbinols. The successful application of TiCl4-Mg-promoted coupling of CHBr3 with various carbonyl compounds, especially in the case of highly enolizable ketones such as 2-indanone and beta-tetralone, highlights the extraordinary reactivity and selectivity and the weakly basic nature of this system.