N-[4-[(1,4-dioxonaphthalen-2-yl)amino]phenyl]acetamide | 363590-96-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-[4-[(1,4-dioxonaphthalen-2-yl)amino]phenyl]acetamide
• CAS: 363590-96-9
• 化学式: C₁₈H₁₄N₂O₃
• mdl: MFCD00396919
• 分子量: 306.321
• InChiKey: SKJJFXPZPKUGCG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[4-[(1,4-dioxonaphthalen-2-yl)amino]phenyl]acetamide 在 盐酸 、 palladium diacetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 6.0h， 生成 2-amino-5H-benzo[b]carbazole-6,11-dione
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139
• 作为产物：
  描述：

  1,4-萘醌 在 硫酸 作用下， 以 乙醇 为溶剂， 反应 97.0h， 生成 N-[4-[(1,4-dioxonaphthalen-2-yl)amino]phenyl]acetamide
  参考文献：
  名称：

  N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch

  摘要：

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.05.139

文献信息

• N-Dansyl-carbazoloquinone; a chemical and electrochemical fluorescent switch
  作者：R.A. Illos、D. Shamir、L.J.W. Shimon、I. Zilbermann、S. Bittner

  DOI：10.1016/j.tetlet.2006.05.139

  日期：2006.7

  A new 'push-pull' molecule having an efficient fluorophore (dansyl) in electronic communication with an active redox quencher (phenyl-carbazoloquinone) through an NH-bridge was designed and synthesized. This all-organic molecule is suggested as a highly reversible 'on/off' molecular switching system. Chemical and electrochemical inter-conversion between the quinone acceptor and the dansyl donor were demonstrated via UV-vis, cyclic voltammetry and fluorescence measurements. (c) 2006 Elsevier Ltd. All rights reserved.