1-Chloro-3-nitro-1,2,4-triazole | 133157-99-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1-Chloro-3-nitro-1,2,4-triazole
• 英文别名: 3-Nitro-1-chloro-1,2,4-triazole
• CAS: 133157-99-0
• 化学式: C₂HClN₄O₂
• 分子量: 148.509
• InChiKey: ATRGDRYLQUFFSY-UHFFFAOYSA-N

物化性质

• 熔点：
  94 °C(Solv: 1,2-dichloroethane (107-06-2))
• 沸点：
  379.7±25.0 °C(Predicted)
• 密度：
  2.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 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：
  76.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Chloro-3-nitro-1,2,4-triazole 、 三乙基苯基氯化铵 生成 3-硝基-1,2,4-三氮唑
  参考文献：
  名称：

  KOZLOV, V. V.;PIYAZYMBETOV, M. E.;PEVZNER, M. S.;UGRAK, B. I.;PETROSYAN, +, IZV. AN CCCP. CEP. XIM.,(1990) N2, S. 2814-1821

  摘要：

  DOI：
• 作为产物：
  描述：

  3-硝基-1,2,4-三氮唑 在 sodium hydroxide 、 氯 作用下， 以80%的产率得到1-Chloro-3-nitro-1,2,4-triazole
  参考文献：
  名称：

  Synthesis,1H,13C,14N, and15N NMR spectra, and cathodic behavior of N-chloro-1,2,4-triazoles

  摘要：

  Syntheses are reported for N-chloro-1,2,4-triazoles and the NMR spectra of these compounds were studied. An investigation was also carried out on a platinum electrode in 0.1 N Bu4ClO4 in acetonitrile. The reduction proceeds with the transfer of two electrons and the formation of triazole and chloride ions. The half-wave potentials of the reduction of N-chlorotriazoles correlates well with the pK(a) values of the corresponding NH-acids. The electrochemical reduction of N-chlorotriazoles is accompanied by the reaction of N-chlorotriazole with the chloride ion formed on the cathode, which leads to the NH form of 1,2,4-triazole through a series of chemical steps.

  DOI：

  10.1007/bf01184537

文献信息

• Tsypin; Pevzner, Russian Journal of Organic Chemistry, 2000, vol. 36, # 2, p. 269 - 271
  作者：Tsypin、Pevzner

  DOI：——

  日期：——
• Pevzner, M. S.; Kurenkov, A. A.; Trubitsin, A. E., Russian Journal of Organic Chemistry, 1994, vol. 30, # 9, p. 1470 - 1475
  作者：Pevzner, M. S.、Kurenkov, A. A.、Trubitsin, A. E.

  DOI：——

  日期：——
• Synthesis,1H,13C,14N, and15N NMR spectra, and cathodic behavior of N-chloro-1,2,4-triazoles
  作者：V. V. Kozlov、M. E. Niyazymbetov、M. S. Pevzner、B. I. Ugrak、V. A. Petrosyan

  DOI：10.1007/bf01184537

  日期：1990.12

  Syntheses are reported for N-chloro-1,2,4-triazoles and the NMR spectra of these compounds were studied. An investigation was also carried out on a platinum electrode in 0.1 N Bu4ClO4 in acetonitrile. The reduction proceeds with the transfer of two electrons and the formation of triazole and chloride ions. The half-wave potentials of the reduction of N-chlorotriazoles correlates well with the pK(a) values of the corresponding NH-acids. The electrochemical reduction of N-chlorotriazoles is accompanied by the reaction of N-chlorotriazole with the chloride ion formed on the cathode, which leads to the NH form of 1,2,4-triazole through a series of chemical steps.
• KOZLOV, V. V.;PIYAZYMBETOV, M. E.;PEVZNER, M. S.;UGRAK, B. I.;PETROSYAN, +, IZV. AN CCCP. CEP. XIM.,(1990) N2, S. 2814-1821
  作者：KOZLOV, V. V.、PIYAZYMBETOV, M. E.、PEVZNER, M. S.、UGRAK, B. I.、PETROSYAN, +

  DOI：——

  日期：——