pyridine-3,5-dicarbonyl diazide | 1027053-71-9

• 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: pyridine-3,5-dicarbonyl diazide
• 英文别名: Pyridine-3,5-dicarbonyl azide；pyridine-3,5-dicarbonyl azide
• CAS: 1027053-71-9
• 化学式: C₇H₃N₇O₂
• 分子量: 217.147
• InChiKey: LORNMZPCGMJAFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pyridine-3,5-dicarbonyl diazide 以 甲苯 为溶剂， 反应 0.08h， 生成 3,5-Diisocyanatopyridine
  参考文献：
  名称：

  Photolysis and Thermolysis of Pyridyl Carbonyl Azide Monolayers on Single-Crystal Platinum

  摘要：

  AbstractThe photochemical and thermal reactivity of a number of acyl azide‐substituted pyridine compounds, namely nicotinyl azide, isonicotinyl azide, picolinyl azide and dinicotinyl azide with investigated as saturated monolayers on a single‐crystal Pt(111) surface in an ultrahigh vacuum chamber. Multilayers of the substrates exhibited a maximum rate of desorption at 270 K, above which, stable saturated monolayers formed as characterized by reflection‐absorption infrared spectroscopy by observation of C=O and N3 bands at 1700 cm−1, and 2100 and 1300 cm−1 respectively. The monolayers were stable up to 400 K. Photolysis of the monolayer (or heating above 400 K) results in the formation of the respective isocyanate intermediate after loss of nitrogen as evidenced by the appearance of a new infrared band at 2260 cm−1 with concomitant loss of the azide bands. The resulting isocyanate saturated monolayer is stable in absence of nucleophiles, but can be quenched with appropriate nucleophiles.

  DOI：

  10.1111/php.12086
• 作为产物：
  描述：

  3,5-吡啶二甲酸二酰肼 在 盐酸 、 sodium nitrite 作用下， 生成 pyridine-3,5-dicarbonyl diazide
  参考文献：
  名称：

  2,3,5,6‐Tetraaminopyridine Tetracarbamate from Dinicotinic Acid

  摘要：

  The tetraethylcarbamate of 2,3,5,6-tetraaminopyridine was synthesized using dinicotinic acid as starting material in 10 steps with 23% overall yield.

  DOI：

  10.1080/00397910701865942

文献信息

• Octadecanuclear Gear Wheels by Self-Assembly of Self-Assembled “Double Saddle”-Type Coordination Entities: Molecular “Rangoli”
  作者：Hareesha Dasary、Rajamony Jagan、Dillip Kumar Chand

  DOI：10.1002/chem.201405255

  日期：2015.1.19

  A series of self‐assembled “double saddle”‐type trinuclear complexes of [Pd3L′3L2] formulation have been synthesized by complexation of a series of cis‐protected palladium(II) components with a slightly divergent “E‐shaped” non‐chelating tridentate ligand, 1,1′‐(pyridine‐3,5‐diyl)bis(3‐(pyridin‐3‐yl)urea (L). The cis‐protecting agents L′ employed in the study are ethylenediamine (en), tetramethylethylenediamine

  [Pd 3 L' 3 L 2 ]配方的一系列自组装“双鞍”型三核配合物是通过将一系列顺式保护的钯（II）组分与稍微发散的“ E形”复合而合成的”非螯合三齿配体1,1'-（吡啶-3,5-二基）双（3-（吡啶-3-基）脲（L）。研究中使用的顺式保护剂L'为乙二胺。 （烯），四甲基乙二胺（TMEDA），2,2'-联吡啶（BPY），和1,10-菲咯啉（phen）的，为1，2，3，和4，分别。[PD的晶体结构3（TMEDA ）3（L）2 ]（NO 3）6（2），[Pd 3（bpy）3（L）2 ]（NO 3）6（3）和[Pd 3（phen）3（L）2 ]（ NO 3）6（4）明确支持新架构。两个“双鞍”型配合物（3和4）在战略位置的顺式处适当地加工了π表面保护位以促进固态中的分子间π–π相互作用。结果，通过六对π-π堆积相互作用，将3个（或4个）单元中的六个单元组装成圆形，以形成[（Pd 3 L' 3
• Configurational ligand isomerism in conjoined-cages
  作者：Hareesha Dasary、Moumita Sarkar、Dillip Kumar Chand

  DOI：10.1039/d2cc02837a

  日期：——

  formed in two cases. The double-decker cage prepared from one ligand system and the hour-glass from another (but with a regioisomeric ligand) are structurally well suited to exemplify configurational ligand isomerism.

  通过Pd( II ) 与一组三个区域异构三齿配体的自组装制备了双层形状的 Pd 3 L 4配方。除了有针对性的双层笼外，两种情况下还形成了前所未有的沙漏形Pd 3 L 4配方连体笼。由一种配体系统制备的双层笼和另一种（但具有区域异构配体）的沙漏在结构上非常适合举例说明构型配体异构。
• 2,3,5,6‐Tetraaminopyridine Tetracarbamate from Dinicotinic Acid
  作者：Matthew C. Davis、David J. Irvin

  DOI：10.1080/00397910701865942

  日期：2008.3.28

  The tetraethylcarbamate of 2,3,5,6-tetraaminopyridine was synthesized using dinicotinic acid as starting material in 10 steps with 23% overall yield.
• Meyer,H.; Tropsch, Monatshefte fur Chemie, 1914, vol. 35, p. 208
  作者：Meyer,H.、Tropsch

  DOI：——

  日期：——
• Photolysis and Thermolysis of Pyridyl Carbonyl Azide Monolayers on Single-Crystal Platinum
  作者：Dana K. Adkinson、David C. Magri、Jason L. Pitters、Keith Griffiths、Peter R. Norton、Mark S. Workentin

  DOI：10.1111/php.12086

  日期：2013.9

  AbstractThe photochemical and thermal reactivity of a number of acyl azide‐substituted pyridine compounds, namely nicotinyl azide, isonicotinyl azide, picolinyl azide and dinicotinyl azide with investigated as saturated monolayers on a single‐crystal Pt(111) surface in an ultrahigh vacuum chamber. Multilayers of the substrates exhibited a maximum rate of desorption at 270 K, above which, stable saturated monolayers formed as characterized by reflection‐absorption infrared spectroscopy by observation of C=O and N3 bands at 1700 cm−1, and 2100 and 1300 cm−1 respectively. The monolayers were stable up to 400 K. Photolysis of the monolayer (or heating above 400 K) results in the formation of the respective isocyanate intermediate after loss of nitrogen as evidenced by the appearance of a new infrared band at 2260 cm−1 with concomitant loss of the azide bands. The resulting isocyanate saturated monolayer is stable in absence of nucleophiles, but can be quenched with appropriate nucleophiles.