5-甲氧基双环[3.2.1]辛烷 | 61192-23-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-甲氧基双环[3.2.1]辛烷
• 英文名称: 1-Methoxybicyclo<3.2.1>octan
• 英文别名: 1-Methoxybicyclo[3.2.1]octan；1-Methoxybicyclo[3.2.1]octane；1-methoxybicyclo[3.2.1]octane
• CAS: 61192-23-2
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: OMUWYSXQCAAGGK-UHFFFAOYSA-N

物化性质

• 沸点：
  170.9±8.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  氘代甲醇-d 、 4-(碘甲基)双环[2.2.1]庚烷 反应 4.5h， 生成 1-甲氧基-双环2.2.2辛烷 、 5-甲氧基双环[3.2.1]辛烷
  参考文献：
  名称：

  Photochemistry of alkyl halides. 11. Competing reaction via carbene and carbocationic intermediates

  摘要：

  DOI：

  10.1021/jo00183a019

文献信息

• Photochemistry of alkyl halides. 4. 1-Norbornyl, 1-norbornylmethyl, 1- and 2-adamantyl, and 1-octyl bromides and iodides
  作者：Paul J. Kropp、Graham S. Poindexter、Norbert J. Pienta、David C. Hamilton

  DOI：10.1021/ja00441a043

  日期：1976.12

  Competing ionic and radical photobehavior has been observed for a number of alkyl halides. The proportion of nucleophilic substitution and reduction products were reported for each halide. Solvent effects of ethylene glycol, triethylamine, and methanol and atmospheric effects of nitrogen, oxygen, and air were studied. The effect of irradiation of the halides with methanol-O-d was reported. The results

  已经观察到许多卤代烷具有竞争性的离子和自由基光行为。报告了每种卤化物的亲核取代和还原产物的比例。研究了乙二醇、三乙胺和甲醇的溶剂效应以及氮气、氧气和空气的大气效应。报告了用甲醇-Od 辐照卤化物的效果。根据碳 - 卤素键的初始均裂以提供自由基对来讨论结果，该自由基对经历竞争性扩散和夺氢以产生还原产物和电子转移以提供离子对。离子对反过来产生取代和消除产物。(DDA)
• The Carbene Fragmentation−Ring Expansion Route to Bridgehead Carbocations
  作者：Robert A. Moss、Fengmei Zheng、Jean-Marie Fedé、Ronald R. Sauers

  DOI：10.1021/ol020083j

  日期：2002.7.1

  [GRAPHICS]The products, kinetics, and activation parameters were determined for the fragmentation-ring expansions of 1-norbornylmethyloxychlorocarbene (11) and 3-noradamantylmethyloxychlorocarbene (17). Products from 11 (in dichloroethane) included 1-chlorobicyclo[2.2.2]octane (9, 56%) and 1-chlorobicyclo[3.2.1]octane (10, 37%); from 17, we obtained I-chloroadamantane (15, 68%) and protoadamantyl chloride (16, 28%).