4,4'-Di(1-hydroxyethyl)-2,2'-spirobi-(s-hydrindacen) | 117460-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4,4'-Di(1-hydroxyethyl)-2,2'-spirobi-(s-hydrindacen)
• 英文别名: 1-[4'-(1-hydroxyethyl)-6,6'-spirobi[2,3,5,7-tetrahydro-1H-s-indacene]-4-yl]ethanol
• CAS: 117460-53-4
• 化学式: C₂₇H₃₂O₂
• 分子量: 388.55
• InChiKey: ZHTIYCLFXYIHRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  4,4'-Di(1-hydroxyethyl)-2,2'-spirobi-(s-hydrindacen) 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 3.0h， 以80%的产率得到4,4'-Divinyl-2,2'-spirobi-(s-hydrindacen)
  参考文献：
  名称：

  Optisch aktive aromatische Spirane, 18. Mitt.: Darstellung von optisch aktiven 4,4?-disubstituierten 2,2?-Spirobi-s-hydrindacenen

  摘要：

  All optically active title compounds were obtained from the 4,4'-diacetyl-spiro compound 2; (+)- and (-)-2 were accessible by chromatography on triacetyl cellulose in ethanol. The enantiomeric purities were established from chromatographic data. The chirality(-)-(2R) was deduced for all new compounds on the basis of the CD spectra of (-)-2 and (-)-2,2'-spirobi-(5,6,7,8-tetrahydrobenzo[f]indane). From the molar rotations of these 4,4'-disubstituted 2,2'-spirobiindanes (empirical) ligand parameters lambda were determined (using the so-called ''shortened approach''). Generally, the values of lambda in these com pounds are higher than those of the analogous tetrahydrobenzoindane derivatives.

  DOI：

  10.1007/bf00811013
• 作为产物：
  描述：

  2,2'-Spirobi-(s-hydrindacen)-1,1'-dion 在 palladium on activated charcoal lithium aluminium tetrahydride 、 三氯化铝 、 氢气 作用下， 以 四氢呋喃 、 二氯甲烷 、 氯仿 为溶剂， 反应 13.0h， 生成 4,4'-Di(1-hydroxyethyl)-2,2'-spirobi-(s-hydrindacen)
  参考文献：
  名称：

  Aromatische Spirane. 15. Mitt. Darstellung von 2,2?-Spirobi-(s-hydrindacen)-1,1?-dion und von 4,4?-disubstituierten 2,2?-Spirobi-(s-hydrindacenen)

  摘要：

  DOI：

  10.1007/bf00809214

文献信息

• NEUDECK, HORST K., MONATSH. CHEM., 119,(1988) N 5, 625-644
  作者：NEUDECK, HORST K.

  DOI：——

  日期：——
• Aromatische Spirane. 15. Mitt. Darstellung von 2,2?-Spirobi-(s-hydrindacen)-1,1?-dion und von 4,4?-disubstituierten 2,2?-Spirobi-(s-hydrindacenen)
  作者：Horst K. Neudeck

  DOI：10.1007/bf00809214

  日期：1988.5
• Optisch aktive aromatische Spirane, 18. Mitt.: Darstellung von optisch aktiven 4,4?-disubstituierten 2,2?-Spirobi-s-hydrindacenen
  作者：M. Melmer、H. Neudeck、K. Schl�gl、A. Werner

  DOI：10.1007/bf00811013

  日期：——

  All optically active title compounds were obtained from the 4,4'-diacetyl-spiro compound 2; (+)- and (-)-2 were accessible by chromatography on triacetyl cellulose in ethanol. The enantiomeric purities were established from chromatographic data. The chirality(-)-(2R) was deduced for all new compounds on the basis of the CD spectra of (-)-2 and (-)-2,2'-spirobi-(5,6,7,8-tetrahydrobenzo[f]indane). From the molar rotations of these 4,4'-disubstituted 2,2'-spirobiindanes (empirical) ligand parameters lambda were determined (using the so-called ''shortened approach''). Generally, the values of lambda in these com pounds are higher than those of the analogous tetrahydrobenzoindane derivatives.