8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]chromene | 521270-67-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]chromene
• 英文别名: 7'-hydroxy-3-methyl-4-oxo-8'-formyl-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-2H-chromene；8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-2H-chromene；7'-hydroxy-8'-formyl-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene]；7'-hydroxy-3-methyl-8'-formyl-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2(H)-chromene；7'-Hydroxy-3-methyl-4-oxo-3,4-dihydrospiro[1,3-benzoxazine-2,2'-chromene]-8'-carbaldehyde；7'-hydroxy-3-methyl-4-oxospiro[1,3-benzoxazine-2,2'-chromene]-8'-carbaldehyde
• CAS: 521270-67-7
• 化学式: C₁₈H₁₃NO₅
• 分子量: 323.305
• InChiKey: NITNTIZUUZVRMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]chromene 以 乙醇 、 二甲基亚砜 为溶剂， 反应 1.0h， 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：

  、 2,4-二羟基苯-1,3-二甲醛 以48%的产率得到8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]chromene
  参考文献：
  名称：

  Photo-and thermochromic spiranes. 24. Novel photochromic spiropyrans from 2,4-dihydroxyisophthalaldehyde

  摘要：

  DOI：

  10.1007/s10593-006-0165-4

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.
• A new ligand system based on 7′-hydroxy-3-methyl-8′-formyl-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2(H)-chromene Ferrocenoylhydrazone
  作者：E. A. Raspopova、A. N. Morozov、A. O. Bulanov、L. D. Popov、I. N. Shcherbakov、S. I. Levchenkov、V. A. Kogan

  DOI：10.1134/s1070363212080233

  日期：2012.8
• New binuclear copper(II) complexes with bishydrazones derived from spiropyran of the benzoxazinonium series
  作者：A. O. Bulanov、L. D. Popov、G. I. Bondarenko、V. A. Kogan

  DOI：10.1134/s1070363206080196

  日期：2006.8

  New bishydrazones were prepared from a photochromic spiropyran of the benzoxazinonium series, containing free functional groups in the 2[H]-chromene moiety. This bishydrazones form binuclear complexes with copper(II) ions. The structure of these complexes was studied by ESR spectroscopy and magnetic measurements. The magnetochemical study revealed antiferromagnetic exchange coupling in the complexes.
• 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.
• ——
  作者：Yu. S. Alekseenko、A. O. Bulanov、Yu. A. Sayapin、A. S. Alekseenko、B. S. Luk'yanov、B. B. Safoklov

  DOI：10.1023/a:1021242323405

  日期：——