6-(4-tert-butyl-3,3-dimethyl-2H-furan-5-yl)-2-(4-fluorophenyl)-1,3-benzoxazol-4-ol | 401514-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-(4-tert-butyl-3,3-dimethyl-2H-furan-5-yl)-2-(4-fluorophenyl)-1,3-benzoxazol-4-ol
• CAS: 401514-56-5
• 化学式: C₂₃H₂₄FNO₃
• 分子量: 381.447
• InChiKey: NLVSZJNHMNGREU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  55.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(4-tert-butyl-3,3-dimethyl-2H-furan-5-yl)-2-(4-fluorophenyl)-1,3-benzoxazol-4-ol 在 氧气 、 tetraphenylporphyrin 作用下， 以 二氯甲烷 为溶剂， 生成 6-(5-Tert-butyl-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptan-1-yl)-2-(4-fluorophenyl)-1,3-benzoxazol-4-ol
  参考文献：
  名称：

  Base-induced chemiluminescence of 5- tert -butyl-1-(4-hydroxybenz[ d ]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptanes: chemiluminescence–chemiexcitation profile in aqueous medium

  摘要：

  Bicyclic dioxetanes bearing a 2-aryl-4-hydroxybenz[d]oxazol-6-yl moiety (3a-3c) and their 2-alkyl-analogs (3d, 3e) were synthesized. All these dioxetanes (3a-3e) afforded light with high efficiency on treatment with tetrabutylammonium fluoride in acetonitrile. In the NaOH-H2O system, chemiluminescence efficiency (Phi (CIEEL)) for alkyl-analogs (3d, 3e) decreased markedly, while Phi (CIEEL) for 3a-3c was still considerably high. Fluorescence study revealed that the marked decrease of (Phi (CIEEL)) for alkyl-analogs would be attributed to a synergetic effect of decreased chemiexcitation yield and fluorescence yield of the emitter in NaOH-H2O system. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01947-5
• 作为产物：
  描述：

  Methyl-ortho-p-fluor-benzoat 在 乙硫醇钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6-(4-tert-butyl-3,3-dimethyl-2H-furan-5-yl)-2-(4-fluorophenyl)-1,3-benzoxazol-4-ol
  参考文献：
  名称：

  Base-induced chemiluminescence of 5- tert -butyl-1-(4-hydroxybenz[ d ]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptanes: chemiluminescence–chemiexcitation profile in aqueous medium

  摘要：

  Bicyclic dioxetanes bearing a 2-aryl-4-hydroxybenz[d]oxazol-6-yl moiety (3a-3c) and their 2-alkyl-analogs (3d, 3e) were synthesized. All these dioxetanes (3a-3e) afforded light with high efficiency on treatment with tetrabutylammonium fluoride in acetonitrile. In the NaOH-H2O system, chemiluminescence efficiency (Phi (CIEEL)) for alkyl-analogs (3d, 3e) decreased markedly, while Phi (CIEEL) for 3a-3c was still considerably high. Fluorescence study revealed that the marked decrease of (Phi (CIEEL)) for alkyl-analogs would be attributed to a synergetic effect of decreased chemiexcitation yield and fluorescence yield of the emitter in NaOH-H2O system. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01947-5

文献信息

• Base-induced chemiluminescence of 5- tert -butyl-1-(4-hydroxybenz[ d ]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptanes: chemiluminescence–chemiexcitation profile in aqueous medium
  作者：Masakatsu Matsumoto、Yasuko Mizoguchi、Takuma Motoyama、Nobuko Watanabe

  DOI：10.1016/s0040-4039(01)01947-5

  日期：2001.12

  Bicyclic dioxetanes bearing a 2-aryl-4-hydroxybenz[d]oxazol-6-yl moiety (3a-3c) and their 2-alkyl-analogs (3d, 3e) were synthesized. All these dioxetanes (3a-3e) afforded light with high efficiency on treatment with tetrabutylammonium fluoride in acetonitrile. In the NaOH-H2O system, chemiluminescence efficiency (Phi (CIEEL)) for alkyl-analogs (3d, 3e) decreased markedly, while Phi (CIEEL) for 3a-3c was still considerably high. Fluorescence study revealed that the marked decrease of (Phi (CIEEL)) for alkyl-analogs would be attributed to a synergetic effect of decreased chemiexcitation yield and fluorescence yield of the emitter in NaOH-H2O system. (C) 2001 Elsevier Science Ltd. All rights reserved.