1-[1-(4-Bromo-benzyl)-2-methyl-propenyl]-1H-benzotriazole | 179024-80-7

• 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: 1-[1-(4-Bromo-benzyl)-2-methyl-propenyl]-1H-benzotriazole
• 英文别名: 1-[1-(4-Bromophenyl)-3-methylbut-2-en-2-yl]benzotriazole
• CAS: 179024-80-7
• 化学式: C₁₇H₁₆BrN₃
• 分子量: 342.238
• InChiKey: NEQWQZKXODUWLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-[1-(4-Bromo-benzyl)-2-methyl-propenyl]-1H-benzotriazole 在 disodium hydrogenphosphate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以61%的产率得到1-[2-(4-Bromo-benzyl)-3,3-dimethyl-oxiranyl]-1H-benzotriazole
  参考文献：
  名称：

  1-(1-Alkenyl)benzotriazoles: Novel α-Hydroxyacyl Anion Equivalents for the Synthesis of α-Hydroxy Ketones

  摘要：

  alpha-lithiated 1-(1-alkenyl)benzotriazoles, generated from the reactions of 1-(1-alkenyl)benzotriazoles with n-BuLi, react with a variety of electrophiles to afford alpha-substituted 1-(1-alkenyl)benzotriazoles which undergo epoxidation with m-CPBA followed by hydrolysis to give alpha-hydroxy ketones in good yields. Thus, 1-(1-alkenyl)benzotriazoles behave as alpha-hydroxyacyl anion equivalents.

  DOI：

  10.1080/00397919608004582
• 作为产物：
  描述：

  T406石油添加剂 在 正丁基锂 作用下， 反应 5.0h， 生成 1-[1-(4-Bromo-benzyl)-2-methyl-propenyl]-1H-benzotriazole
  参考文献：
  名称：

  1-(1-Alkenyl)benzotriazoles: Novel α-Hydroxyacyl Anion Equivalents for the Synthesis of α-Hydroxy Ketones

  摘要：

  alpha-lithiated 1-(1-alkenyl)benzotriazoles, generated from the reactions of 1-(1-alkenyl)benzotriazoles with n-BuLi, react with a variety of electrophiles to afford alpha-substituted 1-(1-alkenyl)benzotriazoles which undergo epoxidation with m-CPBA followed by hydrolysis to give alpha-hydroxy ketones in good yields. Thus, 1-(1-alkenyl)benzotriazoles behave as alpha-hydroxyacyl anion equivalents.

  DOI：

  10.1080/00397919608004582

文献信息

• 1-(1-Alkenyl)benzotriazoles: Novel α-Hydroxyacyl Anion Equivalents for the Synthesis of α-Hydroxy Ketones
  作者：Alan R. Katritzky、Kenneth A. Heck、Jianqing Li、Adam Wells、Catherine Garot

  DOI：10.1080/00397919608004582

  日期：1996.7

  alpha-lithiated 1-(1-alkenyl)benzotriazoles, generated from the reactions of 1-(1-alkenyl)benzotriazoles with n-BuLi, react with a variety of electrophiles to afford alpha-substituted 1-(1-alkenyl)benzotriazoles which undergo epoxidation with m-CPBA followed by hydrolysis to give alpha-hydroxy ketones in good yields. Thus, 1-(1-alkenyl)benzotriazoles behave as alpha-hydroxyacyl anion equivalents.