bicyclo<3.2.2>non-1-ene | 25048-47-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: bicyclo<3.2.2>non-1-ene
• 英文别名: Bicyclo[3.2.2]non-1-ene
• CAS: 25048-47-9
• 化学式: C₉H₁₄
• 分子量: 122.21
• InChiKey: UTODCSRVEOLXKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二环[2.2.2]辛烷-1-羧酸 在 lithium aluminium tetrahydride 、 正丁基锂 、 tripropylammonium fluorochromate (VI) 、 溶剂黄146 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， -261.2~100.0 ℃ 、133.32 Pa 条件下， 反应 4.0h， 生成 bicyclo<3.2.2>non-1-ene
  参考文献：
  名称：

  Bicyclo[3.2.2]non-1-ene: matrix isolation and spectroscopic characterization of a moderately strained bridgehead olefin

  摘要：

  Bicyclo[3.2.2]non-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclo[2.2.2]oct-1-yldiazomethane and its photorearrangement product, 3-(bicyclo[2.2.2]oct-1-yl)diazirine. It was characterized by IR and UV absorption and by H-1 and C-13 NMR spectroscopy. Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon. Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.

  DOI：

  10.1021/jo00066a018

文献信息

• Bicyclo[3.2.2]non-1-ene: matrix isolation and spectroscopic characterization of a moderately strained bridgehead olefin
  作者：Murthy S. Gudipati、Juliusz G. Radziszewski、Piotr Kaszynski、Josef Michl

  DOI：10.1021/jo00066a018

  日期：1993.7

  Bicyclo[3.2.2]non-1-ene was generated in low-temperature matrices and in fluid solutions by photodecomposition of bicyclo[2.2.2]oct-1-yldiazomethane and its photorearrangement product, 3-(bicyclo[2.2.2]oct-1-yl)diazirine. It was characterized by IR and UV absorption and by H-1 and C-13 NMR spectroscopy. Further evidence for the proposed structure was provided by self-trapping and by the spectral effects of deuteration on the olefinic carbon. Observed IR spectra and isotopic shifts agree well with the results of semiempirical (MNDO) and ab initio (SCF/6-31G*) calculations.