3,7-bis(N,N-diethylamino)-10-phenoxycarbonylphenoxazine

• 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: 3,7-bis(N,N-diethylamino)-10-phenoxycarbonylphenoxazine
• 英文别名: Phenyl 3,7-bis(diethylamino)phenoxazine-10-carboxylate；phenyl 3,7-bis(diethylamino)phenoxazine-10-carboxylate
• 化学式: C₂₇H₃₁N₃O₃
• 分子量: 445.561
• InChiKey: ALCDQUOKIAAYKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  碱性蓝 3 在 sodium dithionite 作用下， 以 乙二醇二甲醚 、 水 、 甲苯 为溶剂， 生成 3,7-bis(N,N-diethylamino)-10-phenoxycarbonylphenoxazine
  参考文献：
  名称：

  Synthesis and Radiation Sensitivity of Phenoxazine Type Color Formers Including Thiol Ester Protective Group

  摘要：

  3,7-Bis(N,N-diethylamino)-10-(phenylthio)carbonylphenoxazine (1a) and its analogs (1b-f) were synthesized and the color change after gamma irradiation was investigated. The color change of acetonitrile solutions of la ([1a](0) = 1.0 x 10(-3) M) after gamma irradiation was identified by naked eyes at the dose of 20 Gy. Phenylthio-substituted compound la showed more significant absorbance increase than phenoxy-substituted compound, 3,7-bis(NN-diethylamino)-10-phenoxycarbonyl-phenoxazine (2a). The C-S cleavage in la by gamma irradiation was revealed to occur more easily than the C-O cleavage in 2a. The sensitivity of the color formers (1a-f) to gamma rays was correlated with the stability of the thiyl radicals generated in the reaction.

  DOI：

  10.1080/15421400590947126

文献信息

• Synthesis and Radiation Sensitivity of Phenoxazine Type Color Formers Including Thiol Ester Protective Group
  作者：Tatsuya Tachikawa、Yohei Sato、Sumio Tokita

  DOI：10.1080/15421400590947126

  日期：2005.6.1

  3,7-Bis(N,N-diethylamino)-10-(phenylthio)carbonylphenoxazine (1a) and its analogs (1b-f) were synthesized and the color change after gamma irradiation was investigated. The color change of acetonitrile solutions of la ([1a](0) = 1.0 x 10(-3) M) after gamma irradiation was identified by naked eyes at the dose of 20 Gy. Phenylthio-substituted compound la showed more significant absorbance increase than phenoxy-substituted compound, 3,7-bis(NN-diethylamino)-10-phenoxycarbonyl-phenoxazine (2a). The C-S cleavage in la by gamma irradiation was revealed to occur more easily than the C-O cleavage in 2a. The sensitivity of the color formers (1a-f) to gamma rays was correlated with the stability of the thiyl radicals generated in the reaction.