1,1'-Methylenebis<6-bromo-3-(1,1-dimethylethyl)-2-methoxybenzene> | 159390-40-6

• 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: 1,1'-Methylenebis<6-bromo-3-(1,1-dimethylethyl)-2-methoxybenzene>
• 英文别名: 1-Bromo-2-[(6-bromo-3-tert-butyl-2-methoxyphenyl)methyl]-4-tert-butyl-3-methoxybenzene
• CAS: 159390-40-6
• 化学式: C₂₃H₃₀Br₂O₂
• 分子量: 498.298
• InChiKey: PPOWGKRMOWFEOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 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：

  1,1'-Methylenebis<6-bromo-3-(1,1-dimethylethyl)-2-methoxybenzene> 在 吡啶 、 chromium(VI) oxide 、 bis(triphenylphosphine)nickel(II) chloride 、 三溴化硼 、 三苯基膦 、 sodium bromide 、 锌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 2,7-Bis(1,1-dimethylethyl)-1-hydroxy-8-methoxy-9H-fluoren-9-one
  参考文献：
  名称：

  Synthesis and Structure of 2,2'-Dihydroxybenzophenones and 1,8-Dihydroxyfluorenones

  摘要：

  Derivatives of 2,2'-dihydroxybenzophenone and 1,8-dihydroxyfluorenone are interesting because their structures juxtapose a carbonyl group and two hydroxyl groups, thereby permitting them to be used to study the double electrophilic activation of carbonyl compounds by Lewis and Bronsted acids. Efficient syntheses of selected 2,2'-dihydroxybenzophenones 2a,b and 1,8-dihydroxyfluorenones 3a-c are described. Spectroscopic and X-ray crystallographic studies show that the carbonyl oxygen atom in each series of compounds accepts two approximately symmetric intramolecular hydrogen bonds. This observation illustrates the ability of carbonyl compounds to interact simultaneously with multiple electrophilic sites.

  DOI：

  10.1021/jo00104a040
• 作为产物：
  描述：

  2,2'-Methylenebis<3-bromo-6-(1,1-dimethylethyl)phenol> 、 碘甲烷 在 18-冠醚-6 、 potassium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以92%的产率得到1,1'-Methylenebis<6-bromo-3-(1,1-dimethylethyl)-2-methoxybenzene>
  参考文献：
  名称：

  Synthesis and Structure of 2,2'-Dihydroxybenzophenones and 1,8-Dihydroxyfluorenones

  摘要：

  Derivatives of 2,2'-dihydroxybenzophenone and 1,8-dihydroxyfluorenone are interesting because their structures juxtapose a carbonyl group and two hydroxyl groups, thereby permitting them to be used to study the double electrophilic activation of carbonyl compounds by Lewis and Bronsted acids. Efficient syntheses of selected 2,2'-dihydroxybenzophenones 2a,b and 1,8-dihydroxyfluorenones 3a-c are described. Spectroscopic and X-ray crystallographic studies show that the carbonyl oxygen atom in each series of compounds accepts two approximately symmetric intramolecular hydrogen bonds. This observation illustrates the ability of carbonyl compounds to interact simultaneously with multiple electrophilic sites.

  DOI：

  10.1021/jo00104a040

文献信息

• Synthesis and Structure of 2,2'-Dihydroxybenzophenones and 1,8-Dihydroxyfluorenones
  作者：Vijay Sharma、Benoit Bachand、Michel Simard、James D. Wuest

  DOI：10.1021/jo00104a040

  日期：1994.12

  Derivatives of 2,2'-dihydroxybenzophenone and 1,8-dihydroxyfluorenone are interesting because their structures juxtapose a carbonyl group and two hydroxyl groups, thereby permitting them to be used to study the double electrophilic activation of carbonyl compounds by Lewis and Bronsted acids. Efficient syntheses of selected 2,2'-dihydroxybenzophenones 2a,b and 1,8-dihydroxyfluorenones 3a-c are described. Spectroscopic and X-ray crystallographic studies show that the carbonyl oxygen atom in each series of compounds accepts two approximately symmetric intramolecular hydrogen bonds. This observation illustrates the ability of carbonyl compounds to interact simultaneously with multiple electrophilic sites.