| 143592-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯嗪
• CAS: 143592-14-7
• 化学式: C₁₄H₂₃N₂*F₆P
• 分子量: 364.314
• InChiKey: SLMFPYJPHFBNFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  6.25
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  氰化钾 、 以 水 、 乙腈 为溶剂， 反应 5.0h， 以58.1%的产率得到3-Cyano-2,9-diazabicyclo<8.2.2.2^3,8.0^2,9>hexadecane
  参考文献：
  名称：

  Reactions of Bis(N,N'-bicyclic) Diazenium Dications

  摘要：

  Eleven bis(N,N'-bicyclic) diazenium dications were generated from the corresponding hydrazines by NOPF6 oxidation. Their reactivity depends greatly upon the sizes of the bicyclic rings. (We designate bicyclic ring size using the number of atoms in the two bridges in addition to the dinitrogen bridge all the compounds share.) Compounds with 21 rings alkylate acetonitrile at 240 K by opening a C-alpha-N+ bond to produce a trialkyldiazenium cation, with Delta G(double dagger) for the reaction increasing by at least 5.5 kcal/mol as the second bicyclic ring size increases. Compounds with an unsaturated bridge also alkylate acetonitrile; 22/u22(2+) only cleaves the u22 bridge and reacts faster than 21/22(2+), which only cleaves the 21 bridge. C-alpha-N+ cleavage of 22 and larger rings by acetonitrile has not been observed. 21/22(2+) is significantly more acidic than 22/22(2+), but both are beta-deprotonated by pyridine to produce aminoaziridinium cations at 240 K. At least mostly the exo 21 ring proton is lost from 21/22(2+). Dications with 23 and 24 bridges deprotonate at the alpha-carbon instead of the beta-carbon, and 22/23(2+) is slightly more kinetically acidic than 21/22(2+). 22/24(2+) is deprotonated rapidly by ether at 235 K.

  DOI：

  10.1021/jo00090a028
• 作为产物：
  描述：

  1,2,3,4,6,7,8,9,10,11-decahydro-1,4:6,11-diethanopyridazino[1,2-a][1,2]diazocine-5,12-diium 以 氘代乙腈 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  Bicyclic ring size effect on .beta.- vs .alpha.-deprotonation of diazenium dications

  摘要：

  DOI：

  10.1021/ja00046a055