9-trimethylsilanyl-9,10-dihydro-acridine | 57027-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-trimethylsilanyl-9,10-dihydro-acridine
• 英文别名: 9,10-Dihydroacridin-9-yl(trimethyl)silane；9,10-dihydroacridin-9-yl(trimethyl)silane
• CAS: 57027-19-7
• 化学式: C₁₆H₁₉NSi
• 分子量: 253.419
• InChiKey: ONVUYIOUASXMIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.75
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-trimethylsilanyl-9,10-dihydro-acridine 在 双氧水 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 alkaline aq. solution 为溶剂， 生成 甲基-蒽酮
  参考文献：
  名称：

  Chemiluminescent Autoxidation of a-Silyl Carbanions Derived from 9-Silyl-10-methylacridanes

  摘要：

  The autoxidation of alpha-silyl carbanions derived from 9-trimethysilyl- and 9-triphenylsilyl-10-methylacridanes (1a and 1b) produced the fluorescent N-methylacridone (NMA) accompanied by weak chemiluminescence. Differences in the chemiluminescence quantum yields and the time course of the light emission were detected between the reactions of la and 1b, which was due to the substituent on the silicon atom. Additionally, the 9-trimethylsilyl-10-methylacridinium salt also underwent a chemiluminescent reaction when reacted with alkaline hydrogen peroxide. It is probable that these chemiluminescent reactions would proceed via the Peterson-type reaction and involve the dioxasiletanide-like species during the reaction pathway.

  DOI：

  10.3987/com-04-10094
• 作为产物：
  描述：

  N-hydroacridinium bromide 在 lithium aluminium tetrahydride 、 lithium diisopropyl amide 作用下， 生成 9-trimethylsilanyl-9,10-dihydro-acridine
  参考文献：
  名称：

  Chemiluminescent Autoxidation of a-Silyl Carbanions Derived from 9-Silyl-10-methylacridanes

  摘要：

  The autoxidation of alpha-silyl carbanions derived from 9-trimethysilyl- and 9-triphenylsilyl-10-methylacridanes (1a and 1b) produced the fluorescent N-methylacridone (NMA) accompanied by weak chemiluminescence. Differences in the chemiluminescence quantum yields and the time course of the light emission were detected between the reactions of la and 1b, which was due to the substituent on the silicon atom. Additionally, the 9-trimethylsilyl-10-methylacridinium salt also underwent a chemiluminescent reaction when reacted with alkaline hydrogen peroxide. It is probable that these chemiluminescent reactions would proceed via the Peterson-type reaction and involve the dioxasiletanide-like species during the reaction pathway.

  DOI：

  10.3987/com-04-10094

文献信息

• Chemiluminescent Autoxidation of a-Silyl Carbanions Derived from 9-Silyl-10-methylacridanes
  作者：Jiro Motoyoshiya、Kunihiko Tokutake、Motoki Kuroe、Sachiko Yoshioka、Yoshinori Nishii、Hiromu Aoyama

  DOI：10.3987/com-04-10094

  日期：——

  The autoxidation of alpha-silyl carbanions derived from 9-trimethysilyl- and 9-triphenylsilyl-10-methylacridanes (1a and 1b) produced the fluorescent N-methylacridone (NMA) accompanied by weak chemiluminescence. Differences in the chemiluminescence quantum yields and the time course of the light emission were detected between the reactions of la and 1b, which was due to the substituent on the silicon atom. Additionally, the 9-trimethylsilyl-10-methylacridinium salt also underwent a chemiluminescent reaction when reacted with alkaline hydrogen peroxide. It is probable that these chemiluminescent reactions would proceed via the Peterson-type reaction and involve the dioxasiletanide-like species during the reaction pathway.