1,4-diphenyl-2,3-bis(hydroxymethyl)-9,9'-spirobifluorene | 1384864-43-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,4-diphenyl-2,3-bis(hydroxymethyl)-9,9'-spirobifluorene
• 英文别名: [2'-(Hydroxymethyl)-1',4'-diphenyl-9,9'-spirobi[fluorene]-3'-yl]methanol；[2'-(hydroxymethyl)-1',4'-diphenyl-9,9'-spirobi[fluorene]-3'-yl]methanol
• CAS: 1384864-43-0
• 化学式: C₃₉H₂₈O₂
• 分子量: 528.65
• InChiKey: FNHHZVUFVHOVCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  41
• 可旋转键数：
  4
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-diphenyl-2,3-bis(hydroxymethyl)-9,9'-spirobifluorene 在 sodiumsulfide nonahydrate 、 硫酸 、 palladium 10% on activated carbon 、 四丁基溴化铵 、 氢溴酸 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 氯仿 、 水 为溶剂， 反应 123.0h， 生成 4',10'-diphenylspiro[fluorene-9,9'-fluoreno[2,3-c]thiophene]
  参考文献：
  名称：

  Synthesis of Fluorene- and Spirobifluorene-Fused Thiophenes

  摘要：

  A novel synthetic route to fluorene- and spirobifluorene-fused thiophenes is explored by starting with ninhydrin. The Die Is-Alder cycloaddition was employed to construct the key intermediate, 2,3-bis(hydroxymethyl)-1,4-diphenyl-fluorenone, which was further converted stepwise to the target molecules. All of dihydrothiophenes and final products are confirmed by H-1 NMR, C-13 NMR and mass spectrometry.

  DOI：

  10.3987/com-12-12427
• 作为产物：
  描述：

  1,3-diphenylcyclopenta[a]indene-2,8-dione 在 正丁基锂 、 甲酸 、 对甲苯磺酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 30.58h， 生成 1,4-diphenyl-2,3-bis(hydroxymethyl)-9,9'-spirobifluorene
  参考文献：
  名称：

  Synthesis of Fluorene- and Spirobifluorene-Fused Thiophenes

  摘要：

  A novel synthetic route to fluorene- and spirobifluorene-fused thiophenes is explored by starting with ninhydrin. The Die Is-Alder cycloaddition was employed to construct the key intermediate, 2,3-bis(hydroxymethyl)-1,4-diphenyl-fluorenone, which was further converted stepwise to the target molecules. All of dihydrothiophenes and final products are confirmed by H-1 NMR, C-13 NMR and mass spectrometry.

  DOI：

  10.3987/com-12-12427

文献信息

• Synthesis of Fluorene- and Spirobifluorene-Fused Thiophenes
  作者：Qiancai Liu、Wen Yao、Yingbo Shi、Jie Tang

  DOI：10.3987/com-12-12427

  日期：——

  A novel synthetic route to fluorene- and spirobifluorene-fused thiophenes is explored by starting with ninhydrin. The Die Is-Alder cycloaddition was employed to construct the key intermediate, 2,3-bis(hydroxymethyl)-1,4-diphenyl-fluorenone, which was further converted stepwise to the target molecules. All of dihydrothiophenes and final products are confirmed by H-1 NMR, C-13 NMR and mass spectrometry.