1,12-(2-methyl-1,4-phenylene)bis(1H-tetrazole) | 460993-46-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,12-(2-methyl-1,4-phenylene)bis(1H-tetrazole)
• 英文别名: 1-[2-Methyl-4-(tetrazol-1-yl)phenyl]tetrazole
• CAS: 460993-46-8
• 化学式: C₉H₈N₈
• 分子量: 228.216
• InChiKey: QBNHZCDSSRVQRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  87.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,12-(2-methyl-1,4-phenylene)bis(1H-tetrazole) 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 [4-(Cyanoamino)-2-methylphenyl]cyanamide
  参考文献：
  名称：

  Features of the synthesis of 1,1′-Phenylenebis(1H-tetrazoles) and their transformations in basic environment

  摘要：

  Reactions of substituted 1,3- and 1,4-phenylenediamines with sodium azide and triethyl orthoformate in the presence of acetic acid led to the formation in high yields of the corresponding 1,12 -phenylenebis(1Htetrazoles). The presence of electron-acceptor groups in the molecules of the initial diamines reduces the yield of the target heterocycles. With 2-nitro-1,4-phenylenediamine the prevailing product was 2-nitro-4-(1H-tetrazol-1-yl)aniline. The obtained bistetrazoles in basic environment suffer an opening of one or both heterocycles forming cyanamides.

  DOI：

  10.1134/s1070428010020247
• 作为产物：
  描述：

  原甲酸三乙酯 、 2,5-二氨基甲苯 在 sodium azide 、 溶剂黄146 作用下， 反应 4.0h， 以82%的产率得到1,12-(2-methyl-1,4-phenylene)bis(1H-tetrazole)
  参考文献：
  名称：

  Features of the synthesis of 1,1′-Phenylenebis(1H-tetrazoles) and their transformations in basic environment

  摘要：

  Reactions of substituted 1,3- and 1,4-phenylenediamines with sodium azide and triethyl orthoformate in the presence of acetic acid led to the formation in high yields of the corresponding 1,12 -phenylenebis(1Htetrazoles). The presence of electron-acceptor groups in the molecules of the initial diamines reduces the yield of the target heterocycles. With 2-nitro-1,4-phenylenediamine the prevailing product was 2-nitro-4-(1H-tetrazol-1-yl)aniline. The obtained bistetrazoles in basic environment suffer an opening of one or both heterocycles forming cyanamides.

  DOI：

  10.1134/s1070428010020247

文献信息

• Features of the synthesis of 1,1′-Phenylenebis(1H-tetrazoles) and their transformations in basic environment
  作者：A. N. Vorob’ev、A. V. Baranovskii、P. N. Gaponic、O. A. Ivashkevich

  DOI：10.1134/s1070428010020247

  日期：2010.2

  Reactions of substituted 1,3- and 1,4-phenylenediamines with sodium azide and triethyl orthoformate in the presence of acetic acid led to the formation in high yields of the corresponding 1,12 -phenylenebis(1Htetrazoles). The presence of electron-acceptor groups in the molecules of the initial diamines reduces the yield of the target heterocycles. With 2-nitro-1,4-phenylenediamine the prevailing product was 2-nitro-4-(1H-tetrazol-1-yl)aniline. The obtained bistetrazoles in basic environment suffer an opening of one or both heterocycles forming cyanamides.