5-(2-phenyl-1,2,3-triazol-4-yl)tetrazole | 212329-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-phenyl-1,2,3-triazol-4-yl)tetrazole
• 英文别名: 5-(2-phenyltriazol-4-yl)-2H-tetrazole
• CAS: 212329-22-1
• 化学式: C₉H₇N₇
• mdl: MFCD01104539
• 分子量: 213.201
• InChiKey: SGEBOFZTVYARIF-UHFFFAOYSA-N

物化性质

• 沸点：
  504.5±33.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  85.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(2-phenyl-1,2,3-triazol-4-yl)tetrazole 在 sodium azide 、 ammonium chloride 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 53.0h， 生成 5-(2-phenyl-1,2,3-triazol-4-yl)-2-(tetrazol-5-ylmethyl)tetrazole
  参考文献：
  名称：

  Synthesis of Polynuclear Nonfused Azoles

  摘要：

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.

  DOI：

  10.1023/b:rujo.0000019746.10504.f3
• 作为产物：
  描述：

  2-苯基三唑-4-腈 在 sodium azide 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以95%的产率得到5-(2-phenyl-1,2,3-triazol-4-yl)tetrazole
  参考文献：
  名称：

  Meshcheryakov; Mikiya; Kirillova, Russian Journal of Organic Chemistry, 1997, vol. 33, # 11, p. 1641 - 1644

  摘要：

  DOI：

文献信息

• Synthesis of branched polynuclear 1,3,4-oxadiazoles
  作者：L. I. Vereshchagin、O. N. Verkhozina、A. G. Proidakov、A. I. Smirnov、V. N. Kizhnyaev

  DOI：10.1007/s10593-008-0163-9

  日期：2008.9

  The reaction of 5-substituted mono-and polytetrazoles with heterocyclic acid chlorides and trifluoroacetic acid anhydride gave branched polynuclear 1,3,4-oxadiazole systems.
• Meshcheryakov; Mikiya; Kirillova, Russian Journal of Organic Chemistry, 1997, vol. 33, # 11, p. 1641 - 1644
  作者：Meshcheryakov、Mikiya、Kirillova、Shul'gina、Vereshchagin

  DOI：——

  日期：——
• Polynuclear nonfused tetrazole-, 1,3,4-oxadiazole-, and 1,2,3-triazole-containing systems
  作者：L. I. Vereshchagin、A. V. Petrov、A. G. Proidakov、F. A. Pokatilov、A. I. Smirnov、V. N. Kizhnyaev

  DOI：10.1134/s1070428006060170

  日期：2006.6

  Polynuclear nonfused blocks containing 1,2,3-triazole, 1,3,4-oxadiazole, and tetrazole rings were synthesized by reaction of C-substituted tetrazoles with carboxylic acid chlorides, as well as by cycloaddition of 2-azidomethyl-1,3,4-oxadiazoles at the triple bond of acetylenic compounds.
• Synthesis of Polynuclear Nonfused Azoles
  作者：O. N. Verkhozina、V. N. Kizhnyaev、L. I. Vereshchagin、A. V. Rokhin、A. I. Smirnov

  DOI：10.1023/b:rujo.0000019746.10504.f3

  日期：2003.12

  Polynuclear blocks consisting of nonfused heterocycles of the azole series, connected through methylene bridges, were synthesized by successive addition of azole units via cycloaddition of organic azides to the triple bond of N-(2-propynyl)azoles, as well as via reaction of azide ion at the cyano group of cyanomethylazoles. Initial N-(2-propynyl)azoles were prepared by reaction of 2-propynyl bromide with 1,2,3-triazoles, benzotriazole, and tetrazoles; cyanomethylazoles were obtained by alkylation of azoles with chloroacetonitrile. An analogous scheme was used to add heterocyclic units to 2-phenyl-1,2,3-triazole-4-carbonitrile. In this case, the first two heterocyclic units are linked through the ring carbon atom.