1,2,3,4,4a,5,6,8a-octahydro-1,4-etheno-naphthalene | 2808-38-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 多环烃
• 英文名称: 1,2,3,4,4a,5,6,8a-octahydro-1,4-etheno-naphthalene
• 英文别名: Tricyclo<6.2.2.0^2,7>dodeca-1,9-diene；tricyclo<6.2.2.0^2,7>dodeca-3,9-diene；1,2,3,4,4a,5,6,8a-Octahydro-1,4-aetheno-naphthalin；Tricyclo-<6,2,2,0^2,7>-dodeca-3,9-dien；Tricyclo<6,2,2,0^2,7>dodeca-3,9-dien；endo-Tricyclo[6,2,2,0^2,7]dodeca-3,9-dien；Di-cyclohexadiene；tricyclo[6.2.2.02,7]dodeca-3,9-diene
• CAS: 2808-38-0
• 化学式: C₁₂H₁₆
• 分子量: 160.259
• InChiKey: OPOFYMSEXICFOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  1,2,3,4,4a,5,6,8a-octahydro-1,4-etheno-naphthalene 在 platinum on activated charcoal 作用下， 生成 1,2,3,4-tetrahydro-1,4-ethanonaphthalene
  参考文献：
  名称：

  Kasansski; Wolfsson, Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1685,1689

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3-环己二烯 在 2,6-二叔丁基吡啶 作用下， 反应 0.03h， 以27%的产率得到1,2,3,4,4a,5,6,8a-octahydro-1,4-etheno-naphthalene
  参考文献：
  名称：

  胺阳离子自由基与质子酸催化狄尔斯-阿尔德反应的区别

  摘要：

  二甲基-2,4 pentadiene-1,3 et du cyclohexadiene-1,3 catalysee par l'六氯锑酸三（溴-4苯基）铵基二聚化练习曲

  DOI：

  10.1021/ja00337a069

文献信息

• Competitive Reactions of Diene Cation Radicals Formed on Irradiated Metal Oxide Surfaces
  作者：Marye Anne Fox、Debra D. Sackett、Janet N. Younathan

  DOI：10.1016/s0040-4020(01)90277-7

  日期：1987.1

  which involves the intermediacy of a diene cation radical generated by transfer of an electron from the adsorbed diene to a photogenerated hole localized at the surface of the excited TiO2 particle. Non-oxidative cleavage products are also observed, and the effect of the semiconductor surface in controlling reactivity of the photogenerated cation radical is discussed. The first examples of aromatization

  研究了悬浮在氧化CH 3 CN中的TiO 2粉末的长波长紫外线辐照引起的共轭二烯的非均相光化学氧化。在几乎所有情况下，都观察到由双键的氧化裂解产生的产物，与先前报道的单烯烃平行。提出了一种机制，该机制涉及通过将电子从吸附的二烯转移到位于激发的TiO 2表面上的光生空穴而产生的二烯阳离子自由基的中间体。粒子。还观察到非氧化裂解产物，并讨论了半导体表面在控制光生阳离子自由基反应性中的作用。提出了由辐射的半导体悬浮液介导的芳构化和Diels-Alder二聚化的第一个例子。
• Bimolecular Formation of Radicals by Hydrogen Transfer, 11. Transfer Hydrogenation of Conjugated Cyclic Dienes and Trienes
  作者：Jens Morgenthaler、Christoph Rüchardt

  DOI：10.1002/jlac.199619961006

  日期：1996.10

  with an excess of 9,10-dihydroanthracene (DHA) in diphenyl ether or benzonitrile. On the basis of a mechanistic study a nonchain three-step mechanism is proposed which is initiated by a transfer of a hydrogen atom from DHA to the polyenes (retrodisproportionation).

  将1,3-环己二烯，1,3-环庚二烯和环庚三烯分别与过量的9,10-二氢蒽（DHA）在二苯醚或苄腈中加热至260-340°C时，分别平滑地氢化成环己烯和环庚烯。在机理研究的基础上，提出了一种非链式三步机理，该机理是通过将氢原子从DHA转移至多烯（逆歧化）而引发的。
• The Synthesis of Substituted Tricyclo[6.2.2.0^2,7]dodecanes from 2-Cyclohexenone¹
  作者：Nelson J. Leonard、Walter J. Musliner

  DOI：10.1021/jo01341a001

  日期：1966.3
• Epoxidation of the products of codimerization of cyclopentadiene and cyclohexadiene hydrocarbons catalyzed by lanthanide-molybdenum polyoxometalates
  作者：N. I. Garibov、Kh. M. Alimardanov、N. R. Dadashova、O. A. Sadygov、M. B. Almardanova、A. D. Kuliev

  DOI：10.1134/s1070363215050035

  日期：2015.5

  [4+2]-Codimerization of cyclohexa-1,3-diene, cyclopentadiene, and their methyl-substituted derivatives in the presence of H-forms of synthetic mordenite and natural clinoptilolite was studied. Application of zeolites as catalyst decreases the rate of di- and trimerization of cyclopentadiene and its methyl-substituted derivatives, increases the reaction selectivity with respect to their codimers with cyclohexa-1,3-diene and its methylsubstituted derivatives as well as 4-vinylcyclohexene. Epoxidation of the synthesized codimers with the adduct of hydrogen peroxide with urea in the presence of gadolinium- and neodymium-containing phosphorus molybdenum complexes as catalysts has been investigated, and optimal conditions for preparation of diepoxides of tricyclic dienes have been found.
• 683. Investigations on the synthesis of 2-acetylcyclohex-2-enone. Part II. Some related experiments, and the constitution of the dimeric product, C16H20O4
  作者：C. W. T. Hussey、A. R. Pinder

  DOI：10.1039/jr9610003525

  日期：——