5-氯-3-硝基-1H-1,2,4-三唑 | 70890-47-0

• 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
• 中文名称: 5-氯-3-硝基-1H-1,2,4-三唑
• 英文名称: 5-chloro-3-nitro-1,2,4-triazole
• 英文别名: 3-nitro-5-chloro-1,2,4-triazole；5-chloro-3-nitro-1H-1,2,4-triazole；3-chloro-5-nitro-1H-[1,2,4]triazole；3-chloro-5-nitro-1H-1,2,4-triazole
• CAS: 70890-47-0
• 化学式: C₂HClN₄O₂
• 分子量: 148.509
• InChiKey: CCQBFHMMQFUKKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 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：
  87.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-氯-3-硝基-1H-1,2,4-三唑 在 sodium hydroxide 、 氯 作用下， 以91%的产率得到1,5-Dichloro-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
• 作为产物：
  描述：

  5-amino-3-chloro-1,2,4-triazole 在 sodium tungstate 、 水 、 双氧水 作用下， 反应 24.0h， 以85%的产率得到5-氯-3-硝基-1H-1,2,4-三唑
  参考文献：
  名称：

  Kofman; Paketina, Russian Journal of Organic Chemistry, 1997, vol. 33, # 8, p. 1125 - 1132

  摘要：

  DOI：

文献信息

• 一种三氮唑苯甲醛缩对苯二胺双席夫碱及其 制备方法
  申请人：淄博职业学院

  公开号：CN104119286B

  公开（公告）日：2017-06-20

  本发明涉及一种三氮唑苯甲醛缩对苯二胺双席夫碱及其制备方法。首先以1,2,4‑三氮唑或三氮唑衍生物与对氟苯甲醛为原料，制备4‑(1‑1,2,4‑三唑基)苯甲醛或三氮唑衍生物苯甲醛，再让其与对苯二胺通过缩合反应，得到一系列的具有刚性平面结构的双席夫碱。该合成工艺简单，成本低，产率高，反应条件容易控制。本发明的新化合物具有很好的荧光性能，同时对金属离子具有选择性，可以作为探针应用于离子检测领域，也可以作为荧光材料用于材料领域。
• ——
  作者：T. P. Kofman、G. Yu. Kartseva

  DOI：10.1023/a:1012460103654

  日期：——

  A series of 5-substituted 3-nitro-1-vinyl-1,2,4-triazoles were synthesized by alkaline treatment of the corresponding 1-(2-haloethyl- or 2-nitroxyethyl)-3-nitro-1,2,4-triazoles and by transvinylation of NH acids of the same series with vinyl acetate. The scope of applicability of the transvinylation procedure was established with respect to the azole pK(a) value. The vinylic double bond on the nitrogen was shown to be inactive toward both nucleophilic and electrophilic reagents, whereas the halogen atom in position 5 exhibits enhanced reactivity. The latter factor provides the possibility for versatile structural modification via nucleophilic replacement of the 5-halogen atom by various groups, including triazolate ion.
• 5-substituted 3-nitro-1-trinitromethyl-1,2,4-triazoles
  作者：T. P. Kofman、G. Yu. Kartseva、E. Yu. Glazkova

  DOI：10.1134/s107042800806016x

  日期：2008.6

  A number of 5-R-substituted 3-nitro-1-trinitromethyl-1H-1,2,4-triazoles (R = Me, Cl, Br, N(3), NH(2), NO(2)) were synthesized by nitration of the corresponding omega-(5-R-3-nitro-1H-1,2,4-triazol-1-yl)alkan-2-ones with mixtures of concentrated sulfuric and nitric acids.
• PEVZNER M. S.; KULIBABINA T. N.; MALININA L. A., XIMIYA GETEROTSIKL. SOEDIN., 1979, HO 4, 555-557
  作者：PEVZNER M. S.、 KULIBABINA T. N.、 MALININA L. A.

  DOI：——

  日期：——
• PEVZNER M. S.; KULIBABINA T. N.; IOFFE S. L.; MASLINA I. A.; GIDASPOV B. +, XIMIYA GETEROTSIKL. SOEDIN., 1979, HO 4, 550-554
  作者：PEVZNER M. S.、 KULIBABINA T. N.、 IOFFE S. L.、 MASLINA I. A.、 GIDASPOV B. +

  DOI：——

  日期：——