(5-Carbazol-9-yl-3,3-dimethyl-2-methylene-2,3-dihydro-indol-1-yl)-acetic acid ethyl ester | 556836-54-5

• 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: (5-Carbazol-9-yl-3,3-dimethyl-2-methylene-2,3-dihydro-indol-1-yl)-acetic acid ethyl ester
• CAS: 556836-54-5
• 化学式: C₂₇H₂₆N₂O₂
• 分子量: 410.516
• InChiKey: GOLHQEKNPBWIAM-UHFFFAOYSA-N

物化性质

• 沸点：
  521.6±50.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  34.47
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  方酸 、 (5-Carbazol-9-yl-3,3-dimethyl-2-methylene-2,3-dihydro-indol-1-yl)-acetic acid ethyl ester 以 甲苯 、 正丁醇 为溶剂， 反应 16.0h， 以66%的产率得到4-[[5-Carbazol-9-yl-1-(2-ethoxy-2-oxoethyl)-3,3-dimethylindol-1-ium-2-yl]methylidene]-2-[[5-carbazol-9-yl-1-(2-ethoxy-2-oxoethyl)-3,3-dimethylindol-2-ylidene]methyl]-3-oxocyclobuten-1-olate
  参考文献：
  名称：

  Syntheses and spectroscopic properties of energy transfer systems based on squaraines

  摘要：

  The purpose of this project was to prepare fluorescent dyes that could absorb energy at relatively short wavelengths, and fluoresce in the near-IR region. To achieve this, copper- and palladium-mediated C-N couplings were used to prepare the 'cassettes', i.e the carbazole derivative 3b and the carbazole-, phenothiazine-, and phenoazine-squaraines 4b-d. These compounds have carbazole, phenothiazine, and phenoazine donor-components that absorb around about 300-320 nm, and squaraine acceptor-parts that fluoresce in the range 650-700 nm. The efficiencies of energy transfer from the donor to the acceptor, and the overall quantum yields of the cassettes were determined. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00383-1
• 作为产物：
  描述：

  5-碘-2,3,3-三甲基-3H-吲哚 在 copper(l) iodide 、 caesium carbonate 、 1,2-二氨基环己烷 作用下， 以 1,4-二氧六环 为溶剂， 反应 29.0h， 生成 (5-Carbazol-9-yl-3,3-dimethyl-2-methylene-2,3-dihydro-indol-1-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  Syntheses and spectroscopic properties of energy transfer systems based on squaraines

  摘要：

  The purpose of this project was to prepare fluorescent dyes that could absorb energy at relatively short wavelengths, and fluoresce in the near-IR region. To achieve this, copper- and palladium-mediated C-N couplings were used to prepare the 'cassettes', i.e the carbazole derivative 3b and the carbazole-, phenothiazine-, and phenoazine-squaraines 4b-d. These compounds have carbazole, phenothiazine, and phenoazine donor-components that absorb around about 300-320 nm, and squaraine acceptor-parts that fluoresce in the range 650-700 nm. The efficiencies of energy transfer from the donor to the acceptor, and the overall quantum yields of the cassettes were determined. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00383-1