9-(1,1-dimethylethyl)-9,10-dihydroacridine | 16292-06-1

• 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-(1,1-dimethylethyl)-9,10-dihydroacridine
• 英文别名: 9-t-butylacridane；9-tert-butyl-9,10-dihydro-acridine；9,10-Dihydro-9-t-butylacridin；9-tert.-Butyl-acridan；Acridine, 9-(1,1-dimethylethyl)-9,10-dihydro-；9-tert-butyl-9,10-dihydroacridine
• CAS: 16292-06-1
• 化学式: C₁₇H₁₉N
• 分子量: 237.345
• InChiKey: QKNGFBASCBBOCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-methyl-9-t-butylacridane 在 tetrakis(pentafluorophenyl)porphyrin iron(III) 亚碘酰苯 作用下， 以 二氯甲烷 为溶剂， 生成 吖啶 、 9-(1,1-dimethylethyl)-9,10-dihydroacridine
  参考文献：
  名称：

  四（五氟苯基）卟啉铁（III）催化的碘基苯氧化N-甲基-9-叔丁基ac啶烷 研究芳族叔胺氧化N-去甲基化机理的工具

  摘要：

  The PhIO promoted oxidation of N-methyl-9-t-butylacridane (1) catalyzed by tetrakis(pentafluorophenyl) porphyrin iron(III) leads first to 9-t-butylacridane and then to acridine. It is suggested that 1 can represent a reliable machanistic probe to detect the intervention of radical cations in the oxidation of aromatic amines. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01023-0

文献信息

• General electrochemical Minisci alkylation of <i>N</i>-heteroarenes with alkyl halides
  作者：Roberto del Río-Rodríguez、Lorena Fragoso-Jarillo、Alberto F. Garrido-Castro、M. Carmen Maestro、Jose A. Fernández-Salas、José Alemán

  DOI：10.1039/d2sc01799g

  日期：——

  Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of N-heteroarenes under simple and straightforward electrochemical conditions using widely available alkyl halides as radical precursors. Primary, secondary and tertiary alkyl radicals have been shown to be efficiently generated and coupled with a large variety of N-heteroarenes. The method presents a very high

  在此，我们报告了使用广泛使用的烷基卤化物作为自由基前体，在简单直接的电化学条件下对N-杂芳烃进行通用、简便且环境友好的Minisci型烷基化。伯烷基、仲烷基和叔烷基已被证明可以有效生成并与多种N-杂芳烃偶联。该方法具有非常高的官能团耐受性，包括各种基于杂环的天然产物，这凸显了该方法的稳健性。这种适用性在各种有趣的具有生物价值的构件的合成中得到了进一步证明。此外，我们还提出了一种基于不同证据和电化学证据的机制。
• Russell, Glen A.; Rajaratnam, Rajine; Wang, Lijuan, Journal of the American Chemical Society, 1993, vol. 115, # 23, p. 10596 - 10604
  作者：Russell, Glen A.、Rajaratnam, Rajine、Wang, Lijuan、Shi, Bing Zhi、Kim, Byeong Hyu、Yao, Ching Fa

  DOI：——

  日期：——
• Oxidation of N-methyl-9-t-butylacridane by iodosylbenzene catalyzed by tetrakis(pentafluorophenyl) porphyrin iron(III). A tool to investigate the mechanism of the oxidative N-demethylation of aromatic tertiary amines
  作者：Enrico Baciocchi、Andrea Lapi

  DOI：10.1016/s0040-4039(99)01023-0

  日期：1999.7

  The PhIO promoted oxidation of N-methyl-9-t-butylacridane (1) catalyzed by tetrakis(pentafluorophenyl) porphyrin iron(III) leads first to 9-t-butylacridane and then to acridine. It is suggested that 1 can represent a reliable machanistic probe to detect the intervention of radical cations in the oxidation of aromatic amines. (C) 1999 Elsevier Science Ltd. All rights reserved.