(9ci)-4-硝基-1-(2-丙炔)-1H-1,2,3-噻唑 | 757995-71-4

• 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: (9ci)-4-硝基-1-(2-丙炔)-1H-1,2,3-噻唑
• 英文名称: 4-nitro-1-(2-propynyl)-1,2,3-triazole
• 英文别名: 4-nitro-N-(2-propynyl)-1,2,3-triazole；4-nitro-1-prop-2-ynyltriazole
• CAS: 757995-71-4
• 化学式: C₅H₄N₄O₂
• mdl: MFCD18806947
• 分子量: 152.112
• InChiKey: BCPNIQIIDFAIHG-UHFFFAOYSA-N

物化性质

• 沸点：
  306.9±48.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  叠氮苯 、 (9ci)-4-硝基-1-(2-丙炔)-1H-1,2,3-噻唑 以 甲苯 为溶剂， 反应 5.0h， 以21%的产率得到4-nitro-1-(1-phenyl-1,2,3-triazol-4-ylmethyl)-1,2,3-triazole
  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：

  3-溴丙炔 、 5-硝基-1H-1,2,3-噻唑 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 5-nitro-1-(2-propynyl)-1,2,3-triazole 、 (9ci)-4-硝基-1-(2-丙炔)-1H-1,2,3-噻唑
  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

文献信息

• 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.