2-(2-(2-cyano-1,3,3-trimethylindolin-2-yl)vinyl)-4-nitrophenolate | 1292301-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-(2-(2-cyano-1,3,3-trimethylindolin-2-yl)vinyl)-4-nitrophenolate
• CAS: 1292301-88-2
• 化学式: C₂₀H₁₈N₃O₃
• 分子量: 348.381
• InChiKey: UFQWBGVSNXRXNM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.23
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-cyano-1,3,3-trimethylindolin-2-yl)vinyl)-4-nitrophenolate 以 水 、 乙腈 为溶剂， 生成 螺[1,3,3-三甲基吲哚-(6'-硝基苯并二氢吡喃)]
  参考文献：
  名称：

  Spiropyran as a Selective, Sensitive, and Reproducible Cyanide Anion Receptor

  摘要：

  A spiropyran derivative (1) behaves as a selective and sensitive cyanide anion receptor in aqueous media under UV irradiation. The receptor can be reproduced just by irradiation with visible light.

  DOI：

  10.1021/ol901399a
• 作为产物：
  描述：

  5-硝基水杨醛 以 aq. phosphate buffer 、 乙醇 、 乙腈 为溶剂， 反应 18.0h， 生成 2-(2-(2-cyano-1,3,3-trimethylindolin-2-yl)vinyl)-4-nitrophenolate
  参考文献：
  名称：

  An off-the-shelf sensor for colourimetric detection of sulfide

  摘要：

  The cheap, accessible spiropyran nitroBIPS is a sensitive, selective colourimetric sensor for quantitative determination of sulfide in aqueous media at neutral pH. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.11.040

文献信息

• Rapid colorimetric sensing of cyanide anion in aqueous media with a spiropyran derivative containing a dinitrophenolate moiety
  作者：Yasuhiro Shiraishi、Masataka Itoh、Takayuki Hirai

  DOI：10.1016/j.tetlet.2011.01.110

  日期：2011.3

  A spiropyran derivative containing a dinitrophenolate moiety (2: 1',3',3'-trimethy1-6,8-dinitro-spiro-[2H-1-benzopyran-2,2'-indoline]) behaves as a receptor for selective detection of cyanide anion (CN(-)) in aqueous media. Compound 2, when dissolved in aqueous media, spontaneously produces the spirocycle-opened merocyanine (MC) form even in dark condition. The absorption band of the MC form decreases selectively upon addition of CN(-), via a nucleophilic addition of CN(-) to the spirocarbon of the MC form. The nucleophilic addition occurs very rapidly (within 1 mill) and enables rapid and selective quantification of very low levels of CN(-) (>0.8 mu M) by an absorption analysis. (C) 2011 Elsevier Ltd. All rights reserved.