5,6-exo-dideuterionorbornene | 3675-40-9

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: 5,6-exo-dideuterionorbornene
• 英文别名: norbornene-exo,exo-5,6-d2；5exo,6exo-dideuterio-norborn-2-ene；<5-exo,6-exo-D2>-Norbornen；<5-exo,6-exo-D2>Norbornen；exo,exo-5,6-Dideuterio-norbornen；(1S,4R,5S,6R)-5,6-dideuteriobicyclo[2.2.1]hept-2-ene
• CAS: 3675-40-9
• 化学式: C₇H₁₀
• 分子量: 96.1405
• InChiKey: JFNLZVQOOSMTJK-GPHIYMEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5,6-exo-dideuterionorbornene 生成 N-benzoyl 6,7-exo-dideuterio-3-exo-azatricyclo<3.2.1.0^2,4>octane
  参考文献：
  名称：

  EDWARDS, O. E.;DIXON, J.;ELDER, J. W.;KOLT, R. J.;LESAGE, M., CAN. J. CHEM., 1981, 59, N 14, 2096-2115

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-降冰片二烯 以80%的产率得到
  参考文献：
  名称：

  EDWARDS, O. E.;DIXON, J.;ELDER, J. W.;KOLT, R. J.;LESAGE, M., CAN. J. CHEM., 1981, 59, N 14, 2096-2115

  摘要：

  DOI：

文献信息

• The peroxide transfer reaction
  作者：Mary F. Salomon、Robert G. Salomon

  DOI：10.1021/ja00509a042

  日期：1979.7
• Stereoselectivity in the Rhodium-Catalysed Reductions of Non-Conjugated Dienes
  作者：Bao Nguyen、John M. Brown

  DOI：10.1002/adsc.200900013

  日期：2009.6

  Abstractmagnified imageThe stereochemical course of rhodium‐catalysed addition of hydrogen and catecholborane to bicyclo[2.2.1]heptadiene, and of hydrogen to a range of cyclic dienes has been analysed. For hydroboration, the overall catalytic reaction possesses exo‐selectivity, but the initial step is endo‐selective. For hydrogenation (deuteration), the first step may occur with either exo‐ or endo‐ selectivity, depending on the structure of the diene. This enables a distinction to be made between pathways involving prior dissociation of the diene, and direct addition to the complexed diene without full dissociation. The relative ease of hydrogenation of the first and second double bonds varies markedly with reactant structure, and also depends on the choice of catalyst ligands. For dicyclopentadiene, hydrogenation of the cyclopentene double bond is accompanied by rapid alkene isomerisation, as revealed by deuterium addition. The asymmetric hydrogenation of acyclic skipped meso‐dienes is reported, demonstrating control of relative rates of the two sequential steps, with ees of up to 53% after the first reduction.
• Edwards, Oliver E.; Dixon, John; Elder, John W., Canadian Journal of Chemistry, 1981, vol. 59, p. 2096 - 2115
  作者：Edwards, Oliver E.、Dixon, John、Elder, John W.、Kolt, Ralph J.、Lesage, Maurice

  DOI：——

  日期：——
• Chmielewski, Dietmar; Grevels, Friedrich-Wilhelm; Jacke, Juergen, Angewandte Chemie, 1991, vol. 103, # 10, p. 1361 - 1363
  作者：Chmielewski, Dietmar、Grevels, Friedrich-Wilhelm、Jacke, Juergen、Schaffner, Kurt

  DOI：——

  日期：——
• Werstiuk, Nick Henry; Timmins, George; Cappelli, Frank Peter, Canadian Journal of Chemistry, 1980, vol. 58, p. 1738 - 1750
  作者：Werstiuk, Nick Henry、Timmins, George、Cappelli, Frank Peter

  DOI：——

  日期：——