5,7-Bis(trifluoromethyl)tetrazolo[1,5-a]pyridine | 143812-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5,7-Bis(trifluoromethyl)tetrazolo[1,5-a]pyridine
• CAS: 143812-77-5
• 化学式: C₇H₂F₆N₄
• 分子量: 256.11
• InChiKey: QSRYKEPWKVUQTH-UHFFFAOYSA-N

物化性质

• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  5,7-Bis(trifluoromethyl)tetrazolo[1,5-a]pyridine 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 1-benzoyl-4,6-bis(trifluoromethyl)-2-methoxy-1H-1,3-diazepine
  参考文献：
  名称：

  Synthesis of 1H- and 5H-1,3-diazepines from azido- and tetrazolo-pyridines

  摘要：

  稳定的1H-1,3-二氮杂环（7–9,10,13,14,17和19）通常通过在醇类或胺类存在下，对三氟甲基取代的叠氮或四唑吡啶进行光解反应获得，常常可以得到高产率；在某些情况下还会形成5H-1,3-二氮杂环（11,21和23）。

  DOI：

  10.1039/cc9960000813
• 作为产物：
  描述：

  2-氯-4,6-二(三氟甲基)吡啶 在 盐酸 、 一水合肼 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 5,7-Bis(trifluoromethyl)tetrazolo[1,5-a]pyridine
  参考文献：
  名称：

  2-Pyridylnitrene−1,3-Diazacyclohepta-1,2,4,6-tetraene Rearrangements in the Trifluoromethyl-2-pyridyl Azide Series^1a

  摘要：

  Photolysis of Ar matrix isolated trifluoromethyl-substituted 2-pyridyl azides/tetrazolo[1,5-a]pyridines at 12-18 K causes rapid and mostly clean conversion to the corresponding 1,3-diazacyclohepta-1,2,4,6-tetraenes (4D, 5D, 5,6D, and 4,6D) absorbing near 2000 cm(-1) in the IR. In the latter case, the intermediate 3,5-bis(trifluoromethyl)-2-pyridylnitrene (4,6N) was observed by both ESR and IR spectroscopy and converted to the diazacycloheptatetraene 4,6D in the course of 90 min of UV irradiation. The 2-pyridylnitrenes were generally observable by ESR spectroscopy (\D/hc\similar to 1.05-1.10; \E/hc\similar to 0.0 cm(-1)) following both photochemical and thermal (FVP) generation from the 2-azidopyridines. Irradiation of the Ar matrix isolated mixtures of nitrenes and diazacycloheptatetraenes also caused development of weak carbene transitions (\D/hc\similar to 0.40-0.45;\E/hc\similar to 0.006 cm(-1)) in the ESR spectra.

  DOI：

  10.1021/ja9541645

文献信息

• Synthesis of 1H- and 5H-1,3-diazepines from azido- and tetrazolo-pyridines
  作者：Ales Reisinger、Curt Wentrup

  DOI：10.1039/cc9960000813

  日期：——

  Stable 1H-1,3-diazepines 7–9,10,13,14,17 and 19 are obtained, often in high yields, by photolysis of triflouoromethyl-substituted azido- or tetrazolo-pyridines in the presence of alcohols or amines; in some cases 5H-1,3-diazepines are also formed(11,21 and 23).

  稳定的1H-1,3-二氮杂环（7–9,10,13,14,17和19）通常通过在醇类或胺类存在下，对三氟甲基取代的叠氮或四唑吡啶进行光解反应获得，常常可以得到高产率；在某些情况下还会形成5H-1,3-二氮杂环（11,21和23）。
• 2-Pyridylnitrene−1,3-Diazacyclohepta-1,2,4,6-tetraene Rearrangements in the Trifluoromethyl-2-pyridyl Azide Series¹^a
  作者：Richard A. Evans、Ming Wah Wong、Curt Wentrup

  DOI：10.1021/ja9541645

  日期：1996.1.1

  Photolysis of Ar matrix isolated trifluoromethyl-substituted 2-pyridyl azides/tetrazolo[1,5-a]pyridines at 12-18 K causes rapid and mostly clean conversion to the corresponding 1,3-diazacyclohepta-1,2,4,6-tetraenes (4D, 5D, 5,6D, and 4,6D) absorbing near 2000 cm(-1) in the IR. In the latter case, the intermediate 3,5-bis(trifluoromethyl)-2-pyridylnitrene (4,6N) was observed by both ESR and IR spectroscopy and converted to the diazacycloheptatetraene 4,6D in the course of 90 min of UV irradiation. The 2-pyridylnitrenes were generally observable by ESR spectroscopy (\D/hc\similar to 1.05-1.10; \E/hc\similar to 0.0 cm(-1)) following both photochemical and thermal (FVP) generation from the 2-azidopyridines. Irradiation of the Ar matrix isolated mixtures of nitrenes and diazacycloheptatetraenes also caused development of weak carbene transitions (\D/hc\similar to 0.40-0.45;\E/hc\similar to 0.006 cm(-1)) in the ESR spectra.