2,3-dihydro-2,3,3,6-tetramethyl-5-phenyl-1,2,4-triazine | 146354-16-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2,3-dihydro-2,3,3,6-tetramethyl-5-phenyl-1,2,4-triazine
• 英文别名: 2,3,3,6-Tetramethyl-5-phenyl-1,2,4-triazine
• CAS: 146354-16-7
• 化学式: C₁₃H₁₇N₃
• 分子量: 215.298
• InChiKey: GOHUYKSNAITGIS-UHFFFAOYSA-N

物化性质

• 沸点：
  295.8±23.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-苯基-1,2-丙二酮 在 sodium hydroxide 、 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 34.0h， 生成 2,3-dihydro-2,3,3,6-tetramethyl-5-phenyl-1,2,4-triazine
  参考文献：
  名称：

  Base-catalysed ring contraction of 6,7-dihydro-1-methyl-1H-1,2,5-triazepines to 2,3-dimethyl-1,2,4-triazines

  摘要：

  6,7-Dihydro-1-methyl-1H-1,2,5-triazepines 3-5 and 8 in ethanolic sodium hydroxide have been converted into one or two compounds of the following types: 1,2,3,6-tetrahydro-6-hydroxy-, 1,2-dihydro- and 2,3-dihydro-2,3-dimethyl-1,2,4-triazines 10-16. In contrast, 1,6-dimethyl analogues are converted into the corresponding 2,3-dihydro-2,3,3-trimethyl-1,2,4-triazines 17-19 under similar conditions. Since alkali hydroxide is essential to the present ring contraction it is likely that it proceeds via a 3-hydroxylated anion formed by hydroxide attack on the 3-position of triazepines 3-9. 1,2,3,6-Tetrahydro-6-hydroxy-2,3-dimethyl-1,2,4-triazines 10-12 are found to be precursors to the 1,2-dihydro-2,3-dimethyl-1,2,4-triazines 13-15.

  DOI：

  10.1039/p19920003233

文献信息

• Shibamoto Shinji, J. Chem. Soc. Perkin Trans, (1992) N 23, S 3233-3236
  作者：Shibamoto Shinji

  DOI：——

  日期：——
• Base-catalysed ring contraction of 6,7-dihydro-1-methyl-1H-1,2,5-triazepines to 2,3-dimethyl-1,2,4-triazines
  作者：Shinji Shibamoto

  DOI：10.1039/p19920003233

  日期：——

  6,7-Dihydro-1-methyl-1H-1,2,5-triazepines 3-5 and 8 in ethanolic sodium hydroxide have been converted into one or two compounds of the following types: 1,2,3,6-tetrahydro-6-hydroxy-, 1,2-dihydro- and 2,3-dihydro-2,3-dimethyl-1,2,4-triazines 10-16. In contrast, 1,6-dimethyl analogues are converted into the corresponding 2,3-dihydro-2,3,3-trimethyl-1,2,4-triazines 17-19 under similar conditions. Since alkali hydroxide is essential to the present ring contraction it is likely that it proceeds via a 3-hydroxylated anion formed by hydroxide attack on the 3-position of triazepines 3-9. 1,2,3,6-Tetrahydro-6-hydroxy-2,3-dimethyl-1,2,4-triazines 10-12 are found to be precursors to the 1,2-dihydro-2,3-dimethyl-1,2,4-triazines 13-15.