phenylmercury(II) azide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenylmercury(II) azide
• 英文别名: phenylmercury azide；PhHgN3；Phenyl-quecksilberazid；azido(phenyl)mercury
• 化学式: C₆H₅HgN₃
• 分子量: 319.716
• InChiKey: CQNDFFYORFFZHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.48
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五氟苯腈 、 phenylmercury(II) azide 以 further solvent(s) 为溶剂， 生成 (5-pentafluorophenyl-2H-tetrazol-2-yl)phenylmercury(II)
  参考文献：
  名称：

  Convenient Room‐Temperature, Mercury‐Assisted Synthesis of Tetrazoles by 1,3‐Dipolar Cycloaddition

  摘要：

  AbstractThe intermolecular 1,3‐dipolar cycloaddition of organomercury(II) azides R1HgN3 (R1 = Me, Ph) to organonitriles R2CN (R2 = Me, Ph, C6F5) forms organomercury(II) tetrazoles R1Hg(N4C)R2 [R1 = Me, R2 = Me (1); R1 = Me, R2 = Ph (2); R1 = Ph, R2 = Me (3); R1 = Ph, R2 = Ph (4); R1 = Ph, R2 = C6F5 (5)]. The reaction is a direct and regioselective formation of the tetrazole moiety, which is easily performed at room temperature or slightly elevated temperature without a catalyst and furnishes quantitatively the pure product. In addition to characterization by multinuclear NMR spectroscopy, IR and Raman spectroscopy, as well as mass spectrometry, the mercury content was determined. Furthermore, X‐ray diffraction studies were performed, and the crystal structures for 1–3 and 5 are reported.

  DOI：

  10.1002/ejic.201001046
• 作为产物：
  描述：

  迭氮银 、 氯化苯汞 以 丙酮 为溶剂， 以96%的产率得到phenylmercury(II) azide
  参考文献：
  名称：

  叠氮化甲基、叔丁基和苯基汞 (II) 的合成和结构研究

  摘要：

  有机汞 (II) 卤化物 (RHgHal, Hal = Cl, I) 与叠氮化银反应得到相应的共价有机汞 (II) 叠氮化物 RHgN3 (R = Me (1), tBu (2), Ph (3))。除了通过多核 NMR 光谱、IR 和拉曼光谱以及质谱进行表征外，还确定了汞含量。观察到 14N NMR 共振依赖于溶剂极性。此外，还进行了 X 射线衍射研究，并报告了汞 (II) 叠氮化物 1-3 的晶体结构。给出了键长和键角与理论计算数据的比较。

  DOI：

  10.1002/zaac.201000036

文献信息

• Synthetic and Structural Studies on Methyl-, tert-Butyl- and Phenylmercury(II) Azide
  作者：Thomas M. Klapötke、Burkhard Krumm、Richard Moll

  DOI：10.1002/zaac.201000036

  日期：2011.4

  The reaction of organomercury(II) halogenides (RHgHal, Hal = Cl, I) with silver azide furnished the corresponding covalent organomercury(II) azides RHgN3 (R = Me (1), tBu (2), Ph (3)). In addition to the characterization by multinuclear NMR spectroscopy, IR and Raman spectroscopy as well as mass spectrometry, the mercury content was determined. A dependance on the solventpolarity for the 14N NMR resonances

  有机汞 (II) 卤化物 (RHgHal, Hal = Cl, I) 与叠氮化银反应得到相应的共价有机汞 (II) 叠氮化物 RHgN3 (R = Me (1), tBu (2), Ph (3))。除了通过多核 NMR 光谱、IR 和拉曼光谱以及质谱进行表征外，还确定了汞含量。观察到 14N NMR 共振依赖于溶剂极性。此外，还进行了 X 射线衍射研究，并报告了汞 (II) 叠氮化物 1-3 的晶体结构。给出了键长和键角与理论计算数据的比较。
• Convenient Room‐Temperature, Mercury‐Assisted Synthesis of Tetrazoles by 1,3‐Dipolar Cycloaddition
  作者：Thomas M. Klapötke、Burkhard Krumm、Richard Moll

  DOI：10.1002/ejic.201001046

  日期：2011.1

  AbstractThe intermolecular 1,3‐dipolar cycloaddition of organomercury(II) azides R1HgN3 (R1 = Me, Ph) to organonitriles R2CN (R2 = Me, Ph, C6F5) forms organomercury(II) tetrazoles R1Hg(N4C)R2 [R1 = Me, R2 = Me (1); R1 = Me, R2 = Ph (2); R1 = Ph, R2 = Me (3); R1 = Ph, R2 = Ph (4); R1 = Ph, R2 = C6F5 (5)]. The reaction is a direct and regioselective formation of the tetrazole moiety, which is easily performed at room temperature or slightly elevated temperature without a catalyst and furnishes quantitatively the pure product. In addition to characterization by multinuclear NMR spectroscopy, IR and Raman spectroscopy, as well as mass spectrometry, the mercury content was determined. Furthermore, X‐ray diffraction studies were performed, and the crystal structures for 1–3 and 5 are reported.