7'-hydroxy-8'-((2-hydroxyphenylimino)methyl)-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene] | 1240525-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 7'-hydroxy-8'-((2-hydroxyphenylimino)methyl)-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene]
• 英文别名: 7'-Hydroxy-8'-[(2-hydroxyphenyl)iminomethyl]-3-methylspiro[1,3-benzoxazine-2,2'-chromene]-4-one
• CAS: 1240525-84-1
• 化学式: C₂₄H₁₈N₂O₅
• 分子量: 414.417
• InChiKey: PDJQBMLSZSZXJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  91.6
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7'-hydroxy-8'-((2-hydroxyphenylimino)methyl)-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene] 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  1,3-苯并恶嗪酮螺吡喃光致变色的合成及光谱研究

  摘要：

  研究了 1,3-苯并恶嗪酮系列螺吡喃衍生物的光致变色。揭示了取代基结构与化合物光致变色性能之间的关系。

  DOI：

  10.1007/s11172-009-0337-3
• 作为产物：
  描述：

  以 二甲基亚砜 为溶剂， 生成 7'-hydroxy-8'-((2-hydroxyphenylimino)methyl)-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene]
  参考文献：
  名称：

  1,3-苯并恶嗪酮螺吡喃光致变色的合成及光谱研究

  摘要：

  研究了 1,3-苯并恶嗪酮系列螺吡喃衍生物的光致变色。揭示了取代基结构与化合物光致变色性能之间的关系。

  DOI：

  10.1007/s11172-009-0337-3

文献信息

• Synthesis, IR, UV/vis-, 1H NMR and DFT study of chelatophore functionalized 1,3-benzoxazinone spiropyrans
  作者：Antony O. Bulanov、Leonid D. Popov、Igor N. Shcherbakov、Victor A. Kogan、Valerii A. Barachevsky、Vladimir V. Lukov、S.N. Borisenko、Yu.N. Tkachenko

  DOI：10.1016/j.saa.2008.03.014

  日期：2008.12

  Six novel functionalized spiropyran's derivatives of 2H-1.3-benzoxazinone series were synthesized by introducing the substituents with chelating ability into 2H-chromene part of the 8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]-chromene (I) by condensation with 2-aminophenol, 2-amino-4-methylphencil, 2-amino-4-nitrophenol, 2-amino-1-methylbenzimidazole, 4-amino-4H-1,2,4-triazole, N-(4-aminophenyl)acetamide. H-1 NMR, UV/vis, IR spectroscopy combined with quantum-chemical calculations employing density functional theory(DFT) were used to Study their structure. All substances. except 2-amino-4-nitroplienol derivative exist in solid state and in solution solely in closed spiroform, while the mentioned one undergoes partial spiropyran ring opening. In DMSO solution NMR spectra show ratio of 2:1 of closed and opened form, correspondingly. (C) 2008 Elsevier B.V. All rights reserved.
• Investigation of complexation of functionalized 1,3-benzoxazinone spiropyrans with metal ions
  作者：V. A. Barachevskii、O. I. Kobeleva、T. M. Valova、L. D. Popov、I. A. Shcherbakov、A. O. Bulanov、V. A. Kogan

  DOI：10.1134/s1070363209120378

  日期：2009.12

  For the first time, complexation between the metal ions and the molecules of photochromic benzooxazine spiropyrans was found and studied. The observed spectral-kinetic changes are explained by the complex formation between molecules of the merocyanine type, resulted from the dissociation of -C-O- bonds, and by electrostatic interaction between complex components depending on the compound structure and the metal ion nature.