10'-hydroxy-1-isopropyl-3,3,6'-trimethyl-1,3-dihydro-8'H-spiro[indole-2,2'-pyrano[3,2-g]chromen]-8'-one | 1347654-85-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 10'-hydroxy-1-isopropyl-3,3,6'-trimethyl-1,3-dihydro-8'H-spiro[indole-2,2'-pyrano[3,2-g]chromen]-8'-one
• CAS: 1347654-85-6
• 化学式: C₂₅H₂₅NO₄
• 分子量: 403.478
• InChiKey: DTNQKZOOHAIWPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.12
• 重原子数：
  30.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  62.91
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  7,8-dihydroxy-4-methyl-2-oxo-2H-chromene-6-carbaldehyde 、 1-isopropyl-2,3,3-trimethyl-3H-indolium perchlorate 在 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 5.0h， 以48%的产率得到10'-hydroxy-1-isopropyl-3,3,6'-trimethyl-1,3-dihydro-8'H-spiro[indole-2,2'-pyrano[3,2-g]chromen]-8'-one
  参考文献：
  名称：

  Photo- and ionochromic indoline spiropyrans based on 7,8-dihydroxy-4-methyl-2-oxo-2H-chromene-6-carbaldehyde

  摘要：

  A number of indoline spiropyrans were synthesized from 7,8-dihydroxy-4-methyl-2-oxo-2H-chromene-6-carbaldehyde. The products were found to exhibit both photochromic and ionochromic properties. According to the UV, IR, and H-1 NMR spectral data, they exist in the spiro form. Irradiation at lambda 365 nm in 2-methylbutane-propan-2-ol (4:1) at 203 K induces their isomerization into colored merocyanine structure. Addition of alkaline earth and transition metal salts to acetonitrile solutions of these compounds at room temperature changes the isomer ratio and leads to formation of merocyanine complexes characterized by different colors, so that visual detection of Zn2+, Mg2+, Hg2+, and Pb2+ ions is possible.

  DOI：

  10.1134/s1070428011090193