9,10-二氮杂五环[4.4.0.0(2,5).0(3,8).0(4,7)]癸-9-烯 | 24046-80-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 9,10-二氮杂五环[4.4.0.0(2,5).0(3,8).0(4,7)]癸-9-烯
• 英文名称: Diazabasketene
• 英文别名: 9,10-diaza-pentacyclo[4.4.0.0^2,5.0^3,8.0^4,7]dec-9-ene；8,9-Diaza-pentacyclo<4.4.0.0^2,5.0^3,10.0^4,7>decen-(8)；Diazabasketen；9,10-Diazapentacyclo(4.4.0.02,5.03,8.04,7)dec-9-ene；9,10-diazapentacyclo[4.4.0.02,5.03,8.04,7]dec-9-ene
• CAS: 24046-80-8
• 化学式: C₈H₈N₂
• 分子量: 132.165
• InChiKey: CYGLKDRGXNIOPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2902199090

反应信息

• 作为反应物：
  描述：

  9,10-二氮杂五环[4.4.0.0(2,5).0(3,8).0(4,7)]癸-9-烯 以50%的产率得到
  参考文献：
  名称：

  TURRO N. J.; LIU JONG-MIN; MARTIN H.-D.; KUNZE M., TETRAHEDRON LETT., 1980, 21, NO 14, 1299-1302

  摘要：

  DOI：
• 作为产物：
  描述：

  4-Thia-2,6-diazahexacyclo<5.4.0^2,6.0^8,11.0^9,13.0^10,12>tridecane-3,5-dione 以 氘代乙腈 为溶剂， 反应 0.5h， 以5%的产率得到1,3,5,7-cyclooctatetraene
  参考文献：
  名称：

  1-Thia-3,4-diazolidine-2,5-dione functionality: a photochemical synthon for the azo group

  摘要：

  The 1-thia-3,4-diazolidine-2,5-dione functional group was shown to yield azo compounds upon photolysis. This photoreaction when combined with the known ability of this group to react in a Diels-Alder fashion or as a dinucelophile toward alkylating agents greatly increases the utility of this functionality. The dual reactivity of this group was demonstrated in the synthesis of a number of 3,4-dialkyl-1-thia-3,4-diazolidine-2,5-diones. The photolysis of these compounds produced either thermally stable cyclic azo compounds or the decomposition products of thermally unstable azo compounds.

  DOI：

  10.1021/jo00092a013

文献信息

• Photoelimination of nitrogen from cyclic azo alkanes. An exceptionally labile and an exceptionally reluctant diazabicyclo[2.2.2]octene
  作者：Nicholas J. Turro、Jonq-Min Liu、Hans-Dieter Martin、Michael Kunze

  DOI：10.1016/s0040-4039(00)74560-6

  日期：1980.1

  The photochemistry of an unusually reactive diazabicyclo[2.2.2]octene has been found to be extremely solvent and temperature dependent; an exceptionally stable diazabicyclo[2.2.2]octene has been found to undergo a novel fragmentation as a result of vapor phase photoexcitation.

  已发现异常反应性的二氮杂双环[2.2.2]辛烯的光化学与溶剂和温度密切相关。由于气相光激发，发现一种非常稳定的二氮杂双环[2.2.2]辛烯会发生新的断裂。
• Facile liquid-phase denitrogenation of "reluctant" azoalkanes on photolysis with 185-nm radiation
  作者：Waldemar Adam、Francois Mazenod

  DOI：10.1021/ja00543a055

  日期：1980.11