2,4,6-triazido-3,5-dichloropyridine | 51379-63-6

• 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: 2,4,6-triazido-3,5-dichloropyridine
• 英文别名: 2,4,6-Triazido-dichlor-pyridin
• CAS: 51379-63-6
• 化学式: C₅Cl₂N₁₀
• 分子量: 271.028
• InChiKey: KRFDZQZBDKTPCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,4,6-triazido-3,5-dichloropyridine 以 various solvent(s) 为溶剂， 反应 0.01h， 生成 C₅Cl₂N₈
  参考文献：
  名称：

  Chapyshev, Sergei V., Mendeleev Communications, 2002, vol. 12, # 5, p. 168 - 170

  摘要：

  DOI：
• 作为产物：
  描述：

  五氯吡啶 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 72.0h， 以94%的产率得到2,4,6-triazido-3,5-dichloropyridine
  参考文献：
  名称：

  Quintet and Septet State Systems Based on Pyridylnitrenes:  Effects of Substitution on Open-Shell High-Spin States

  摘要：

  Cryogenic matrix photolysis of 3,5-dichloro-2,4,6-triazidopyridine, 3-chloro-5-cyano-2,4,6-triazidopyridine, 3,5-dicyano-2,4,6-triazidopyridine, and 3,5-difluoro-2,4,6-triazidopyridine (1-4) gives rise to ESR spectral peaks of various triplet mononitrene, quintet dinitrene, and septet trinitrene species. The quintet 2,4-dinitrenes derived from 1-2 and 3 have zero-field splittings (zfs) of \D/hc\ similar to 0.22-0.24 cm(-1), similar to values observed elsewhere for m-phenylene dinitrenes. 3,5-Dicyano-2,4,6-triazidopyridine (3) photolysis gives only a weak ESR signal corresponding to a mononitrene with a zfs of \D/hc\ similar to 1.22 cm(-1). The spectrum from 1 also shows a 2,6-dinitrene with \D/hc\ = 0.283 cm(-1), \E/hc\ = 0.036 cm(-1), which illustrates the effects of heteroatom perturbation upon the zfs of a geometrically rigid m-arylene dinitrene. Spectral peaks for unusual septet 2,4,6-trinitrenopyridines derived from complete deazetation of 1-2 were also identified by simulation of the septet spectra. The zfs parameters for the trinitrenes were estimated to be \D/hc\ similar to 0.1 cm(-1), with small E-values in both cases. Experimental and computational results support high spin ground states for the dinitrene and trinitrene species.

  DOI：

  10.1021/ja993131c

文献信息

• Quintet and Septet State Systems Based on Pyridylnitrenes:  Effects of Substitution on Open-Shell High-Spin States
  作者：Sergei V. Chapyshev、Richard Walton、Jon A. Sanborn、Paul M. Lahti

  DOI：10.1021/ja993131c

  日期：2000.3.1

  Cryogenic matrix photolysis of 3,5-dichloro-2,4,6-triazidopyridine, 3-chloro-5-cyano-2,4,6-triazidopyridine, 3,5-dicyano-2,4,6-triazidopyridine, and 3,5-difluoro-2,4,6-triazidopyridine (1-4) gives rise to ESR spectral peaks of various triplet mononitrene, quintet dinitrene, and septet trinitrene species. The quintet 2,4-dinitrenes derived from 1-2 and 3 have zero-field splittings (zfs) of \D/hc\ similar to 0.22-0.24 cm(-1), similar to values observed elsewhere for m-phenylene dinitrenes. 3,5-Dicyano-2,4,6-triazidopyridine (3) photolysis gives only a weak ESR signal corresponding to a mononitrene with a zfs of \D/hc\ similar to 1.22 cm(-1). The spectrum from 1 also shows a 2,6-dinitrene with \D/hc\ = 0.283 cm(-1), \E/hc\ = 0.036 cm(-1), which illustrates the effects of heteroatom perturbation upon the zfs of a geometrically rigid m-arylene dinitrene. Spectral peaks for unusual septet 2,4,6-trinitrenopyridines derived from complete deazetation of 1-2 were also identified by simulation of the septet spectra. The zfs parameters for the trinitrenes were estimated to be \D/hc\ similar to 0.1 cm(-1), with small E-values in both cases. Experimental and computational results support high spin ground states for the dinitrene and trinitrene species.
• Selective reduction of the azido groups of 2,4,6-triazidopyridines
  作者：Sergei V. Chapyshev、Matthew S. Platz

  DOI：10.1070/mc2001v011n02abeh001412

  日期：2001.1
• ——
  作者：S. V. Chapyshev

  DOI：10.1023/a:1023024826098

  日期：——
• ——
  作者：S. V. Chapyshev

  DOI：10.1023/a:1012451508449

  日期：——
• Chapyshev, Sergei V., Mendeleev Communications, 2002, vol. 12, # 5, p. 168 - 170
  作者：Chapyshev, Sergei V.

  DOI：——

  日期：——