2'-bromo-6'-(diethylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one | 1330557-41-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2'-bromo-6'-(diethylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
• 英文别名: 2'-Bromo-6'-(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one
• CAS: 1330557-41-9
• 化学式: C₂₄H₂₀BrNO₃
• 分子量: 450.332
• InChiKey: SRVCJZWUDHGRDH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  吗啉 、 2'-bromo-6'-(diethylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 以35%的产率得到3'-diethylaminofluoran
  参考文献：
  名称：

  Palladium-catalysed amination of bromofluorans and an investigation of their thermochromic behaviour

  摘要：

  The palladium-catalysed amination of readily accessible bromofluorans and bromobenzo[a]fluorans has been accomplished with a series of anilines and morpholine. The resulting aminofluorans generated intense black shades upon formulation in methyl stearate containing bisphenol A. The route provides an alternative approach to various amino substituted fluorans without the need of a series of individual diphenylamine intermediates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.06.018
• 作为产物：
  描述：

  3-羟基-N,N-二乙基苯胺 在 硫酸 作用下， 以 甲苯 为溶剂， 反应 7.0h， 生成 2'-bromo-6'-(diethylamino)-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
  参考文献：
  名称：

  Palladium-catalysed amination of bromofluorans and an investigation of their thermochromic behaviour

  摘要：

  The palladium-catalysed amination of readily accessible bromofluorans and bromobenzo[a]fluorans has been accomplished with a series of anilines and morpholine. The resulting aminofluorans generated intense black shades upon formulation in methyl stearate containing bisphenol A. The route provides an alternative approach to various amino substituted fluorans without the need of a series of individual diphenylamine intermediates. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.06.018

文献信息

• Thermally Reversible Fluorans: Synthesis, Thermochromic Properties and Real Time Application
  作者：Ick Jin Kim、Ramalingam Manivannan、Young-A Son

  DOI：10.1166/jnn.2018.14705

  日期：2018.5.1

  In the present study, two fluoran molecules (TH1 and TH2) have been synthesized, and their reversible thermochromic properties have been investigated. This work demonstrates the thermochromic reversibility of the fluoran. Furthermore, the three-component mixtures that comprising fluorans (TH1/TH2), bisphenol-A (color developer), and methyl stearate a low melting solvent were used to examine the thermochromic behavior with sturdy heating and cooling rates and the thermochromic properties of the fluorans were detailed using UV-Vis, reflectance and FT-IR spectroscopic techniques. Finally, test strip similar to pH paper and acrylic fiber a versatile material used as thermal indicators also been successfully made from these two fluoran derivatives.