1-(benzotriazol-1-yl)pent-1-yl methyl thioether | 203131-81-1

• 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-(benzotriazol-1-yl)pent-1-yl methyl thioether
• 英文别名: 1-(1-Methylsulfanylpentyl)benzotriazole
• CAS: 203131-81-1
• 化学式: C₁₂H₁₇N₃S
• 分子量: 235.353
• InChiKey: ZVRCGMUWEUPXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(benzotriazol-1-yl)pent-1-yl methyl thioether 在 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 水 为溶剂， 反应 38.17h， 生成 2-己酮
  参考文献：
  名称：

  Syntheses of Dialkyl and Functionalized Ketones via 1-(Benzotriazol-1-yl)alkyl Methyl Thioethers

  摘要：

  Benzotriazol-1-ylmethyl methyl thioether (1), after easy deprotonation by BuLi, reacted with alkyl halides to afford 1-(benzotriazol-1-yl)alkyl methyl thioethers 2 in good yields. The utility of compounds 2 as alkanoyl anion equivalents was demonstrated by the reactions of their anions with alkyl halides, aldehydes, ketones, esters, and phenyl isocyanate: the products were readily hydrolyzed to alpha-functionalized ketones in dilute aqueous acid.

  DOI：

  10.1021/jo971389k
• 作为产物：
  描述：

  T406石油添加剂 在 正丁基锂 、 乙酸酐 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 14.67h， 生成 1-(benzotriazol-1-yl)pent-1-yl methyl thioether
  参考文献：
  名称：

  Syntheses of Dialkyl and Functionalized Ketones via 1-(Benzotriazol-1-yl)alkyl Methyl Thioethers

  摘要：

  Benzotriazol-1-ylmethyl methyl thioether (1), after easy deprotonation by BuLi, reacted with alkyl halides to afford 1-(benzotriazol-1-yl)alkyl methyl thioethers 2 in good yields. The utility of compounds 2 as alkanoyl anion equivalents was demonstrated by the reactions of their anions with alkyl halides, aldehydes, ketones, esters, and phenyl isocyanate: the products were readily hydrolyzed to alpha-functionalized ketones in dilute aqueous acid.

  DOI：

  10.1021/jo971389k

文献信息

• Novel Access to Thioacylsilanes with Benzotriazole-Mediated Methodology
  作者：Alessandro Degl'Innocenti、Antonella Capperucci、Daniela C. Oniciu、Alan R. Katritzky

  DOI：10.1021/jo0011585

  日期：2000.12.1
• Syntheses of Dialkyl and Functionalized Ketones via 1-(Benzotriazol-1-yl)alkyl Methyl Thioethers
  作者：Alan R. Katritzky、Daniela C. Oniciu、Ion Ghiviriga、Ferenc Soti

  DOI：10.1021/jo971389k

  日期：1998.4.1

  Benzotriazol-1-ylmethyl methyl thioether (1), after easy deprotonation by BuLi, reacted with alkyl halides to afford 1-(benzotriazol-1-yl)alkyl methyl thioethers 2 in good yields. The utility of compounds 2 as alkanoyl anion equivalents was demonstrated by the reactions of their anions with alkyl halides, aldehydes, ketones, esters, and phenyl isocyanate: the products were readily hydrolyzed to alpha-functionalized ketones in dilute aqueous acid.