7-Iodo-1-isopropylbenzotriazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 7-Iodo-1-isopropylbenzotriazole
• 英文别名: InChI=1/C9H10IN3/c1-6(2)13-9-7(10)4-3-5-8(9)11-12-13/h3-6H,1-2H；7-iodo-1-propan-2-ylbenzotriazole
• 化学式: C₉H₁₀IN₃
• 分子量: 287.103
• InChiKey: YMTRROKYJRCMCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-异丙基-1H-苯并三唑 在 正丁基锂 、 碘 作用下， 以 四氢呋喃 为溶剂， 以8%的产率得到7-Iodo-1-isopropylbenzotriazole
  参考文献：
  名称：

  Study of the Orientation of Lithiation of 1- and 2-Alkylbenzotriazoles

  摘要：

  Lithiation of 1-isopropylbenzotriazole (1) and subsequent reactions with iodine, with methyl iodide, and with D2O each gave complex mixtures of products indicating that the lithiation of 1 occurs at mainly three positions in the benzene ring. By contrast, lithiation of 2-isopropylbenzotriazole (11) occurs only at the alpha-CH of the isopropyl group. 1-Methyl-(14) and 1-ethylbenzotriazole (20) show lithiation both at the alpha-CH and to a lesser extent in the benzene ring. The products of the reactions are isolated or are characterized by GC/MS. Reaction mechanisms are suggested.

  DOI：

  10.1021/jo00110a031

文献信息

• Study of the Orientation of Lithiation of 1- and 2-Alkylbenzotriazoles
  作者：Alan R. Katritzky、Daniela C. Oniciu、Larisa Serdyuk、Ion Ghiviriga

  DOI：10.1021/jo00110a031

  日期：1995.3

  Lithiation of 1-isopropylbenzotriazole (1) and subsequent reactions with iodine, with methyl iodide, and with D2O each gave complex mixtures of products indicating that the lithiation of 1 occurs at mainly three positions in the benzene ring. By contrast, lithiation of 2-isopropylbenzotriazole (11) occurs only at the alpha-CH of the isopropyl group. 1-Methyl-(14) and 1-ethylbenzotriazole (20) show lithiation both at the alpha-CH and to a lesser extent in the benzene ring. The products of the reactions are isolated or are characterized by GC/MS. Reaction mechanisms are suggested.

表征谱图