4-iodobicyclo<2.2.2>octane-1-carboxaldehyde | 94994-09-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 4-iodobicyclo<2.2.2>octane-1-carboxaldehyde
• 英文别名: 4-Iodobicyclo[2.2.2]octane-1-carbaldehyde
• CAS: 94994-09-9
• 化学式: C₉H₁₃IO
• 分子量: 264.106
• InChiKey: TYQBHKIANMTDPS-UHFFFAOYSA-N

物化性质

• 沸点：
  275.7±40.0 °C(Predicted)
• 密度：
  1.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-iodobicyclo<2.2.2>octane-1-carboxaldehyde 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-(trimethylsilyl)-2-(4-iodobicyclo<2.2.2>oct-1-yl)ethyne
  参考文献：
  名称：

  Polar substituent effects on fluorine-19 chemical shifts of aryl and vinyl fluorides: a fluorine-19 nuclear magnetic resonance study of some 1,1-difluoro-2-(4-substituted-bicyclo[2.2.2]oct-1-yl)ethenes

  摘要：

  DOI：

  10.1021/jo00207a033
• 作为产物：
  描述：

  4-甲氧基双环[2.2.2]辛烷-1-羧酸 在 dimethyl sulfide borane 、 氢碘酸 、 乙酸酐 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 135.0h， 生成 4-iodobicyclo<2.2.2>octane-1-carboxaldehyde
  参考文献：
  名称：

  Polar substituent effects on fluorine-19 chemical shifts of aryl and vinyl fluorides: a fluorine-19 nuclear magnetic resonance study of some 1,1-difluoro-2-(4-substituted-bicyclo[2.2.2]oct-1-yl)ethenes

  摘要：

  DOI：

  10.1021/jo00207a033

文献信息

• Mediated Electronic Coupling:  Singlet Energy Transfer in Porphyrin Dimers Enhanced by the Bridging Chromophore
  作者：Kristine Kilså、Johan Kajanus、Jerker Mårtensson、Bo Albinsson

  DOI：10.1021/jp9909098

  日期：1999.8.1

  We have studied singlet electronic energy transfer (EET) in two donor-bridge-acceptor series (D-B -A), in which the donor (zinc porphyrin or its pyridine complex) and the acceptor (free base porphyrin) were covalently connected by a geometrically well-defined bridging chromophore. We have investigated how the medium between a donor and an acceptor influences EET by separating the influence of the electronic structure of the bridging chromophore from other effects known to influence the energy transfer. The electronic structure of the bridging chromophore was varied by changing the central unit (bicyclo[2.2.2]octane, benzene, naphthalene, or anthracene) in the bridging chromophore. In all systems the excited state energy separation donor-bridge and bridge-acceptor is large enough to prevent stepwise singlet energy transfer. In addition, the systems were designed to minimize conjugation to preserve the identity of the separate chromophores (donor, bridge, acceptor). Compared with the rate constant expected from the Forster theory, the bridging chromophore with bicyclo[2.2.2]octane as the central unit did not significantly enhance the energy transfer rate constant. However, the bridging chromophores with benzene and naphthalene as the central unit showed a moderate increase, whereas the bridging chromophore with anthracene as the central unit showed the largest increase in energy transfer rate constant. This increase is ascribed to a mediating effect of the bridging chromophore and it is proposed to be strongly correlated to the energy splitting between the singlet excited states of donor and bridging chromophores.