Acetic acid 2-(4,6-dimethyl-[1,3,5]triazin-2-yl)-1-methyl-ethyl ester | 138606-50-5

• 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: Acetic acid 2-(4,6-dimethyl-[1,3,5]triazin-2-yl)-1-methyl-ethyl ester
• 英文别名: 1-(4,6-dimethyl-1,3,5-triazin-2-yl)propan-2-yl acetate
• CAS: 138606-50-5
• 化学式: C₁₀H₁₅N₃O₂
• 分子量: 209.248
• InChiKey: YCSPJSPNUKPSCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  64.97
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2,4,6-三甲基-1,3,5-三嗪 在 镍 吡啶 、 氢气 、 potassium amide 作用下， 以 环己烷 为溶剂， 5.0 ℃ 、344.73 kPa 条件下， 反应 120.0h， 生成 Acetic acid 2-(4,6-dimethyl-[1,3,5]triazin-2-yl)-1-methyl-ethyl ester
  参考文献：
  名称：

  Solvolysis of the sulfonate esters of 1-(4,6-dimethyl-s-triazin-2-yl)-2-propanol and 4-(4,6-dimethyl-s-triazin-2-yl)-2-butanol involving a special salt effect and anchimeric assistance

  摘要：

  The sulfonate esters of 1-(4,6-dimethyl-s-triazin-2-yl)-2-propanol (2a) and of 4-(4,6-dimethyl-s-triazin-2-yl)-2-butanol (3a) have been synthesized and solvolyzed in formic acid and acetic acid to determine their products and rates. The solvolysis of the esters of 2a gave predominantly alkene, and the results of formolysis are consistent with an E2 mechanism. However, in buffered acetic acid the 20-fold increase in rate relative to the unbuffered acetic acid requires the postulation of an E1cB-like mechanism involving ion pairs and a special salt effect by acetate ion. In contrast, the solvolysis of the sulfonate ester of 3a gave a product (11) which resulted from anchimeric assistance by the triazine ring. Qualitative and quantitative evidence of 11 was obtained from the hydrolysis of 11 and subsequent derivatization of the 4-aminopentanoic acid.

  DOI：

  10.1021/jo00031a023