2-(2'-deuterioxyphenyl)benzothiazole | 30612-16-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(2'-deuterioxyphenyl)benzothiazole
• 英文别名: 2-(2-Benzothiazolyl)-O-deutero-phenol；2-benzothiazol-2-yl-O-deuterio-phenol；2-(2-Deuteriooxyphenyl)-1,3-benzothiazole；2-(2-deuteriooxyphenyl)-1,3-benzothiazole
• CAS: 30612-16-9
• 化学式: C₁₃H₉NOS
• 分子量: 228.279
• InChiKey: MVVGSPCXHRFDDR-DYCDLGHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2-羟基苯基)苯并噻唑 在 乙醇-D1 、 重水 作用下， 生成 2-(2'-deuterioxyphenyl)benzothiazole
  参考文献：
  名称：

  Femtosecond studies of excited-state proton and deuterium transfer in benzothiazole compounds

  摘要：

  Intramolecular proton and deuterium transfer in the excited state of 2-(2'-hydroxyphenyl)benzothiazole (HBT) is investigated on the femtosecond time scale. The reaction steps occurring immediately after photoexcitation are temporally resolved in pump and probe measurements, where the onset of emission of the reaction product is monitored. For HBT in nonpolar solvents, the transfer of the proton occurs with a time constant of 160 +/- 20 fs. The deuterated analogue DBT undergoes a similar reaction with a transfer time of the deuterium of 150 +/- 20 fs. In polar solvents, the hydroxylic proton of HBT is shifted within the molecules on a time scale between 80 and 250 fs. The experimental results point to an essentially barrierless potential energy surface of the reaction in the excited state. The measured time constants correspond to the period of molecular vibrations of low frequency, suggesting proton and deuterium transfer via large-amplitude motions.

  DOI：

  10.1021/j100178a028

文献信息

• Femtosecond studies of excited-state proton and deuterium transfer in benzothiazole compounds
  作者：Wilhelm Frey、Franz Laermer、Thomas Elsaesser

  DOI：10.1021/j100178a028

  日期：1991.12

  Intramolecular proton and deuterium transfer in the excited state of 2-(2'-hydroxyphenyl)benzothiazole (HBT) is investigated on the femtosecond time scale. The reaction steps occurring immediately after photoexcitation are temporally resolved in pump and probe measurements, where the onset of emission of the reaction product is monitored. For HBT in nonpolar solvents, the transfer of the proton occurs with a time constant of 160 +/- 20 fs. The deuterated analogue DBT undergoes a similar reaction with a transfer time of the deuterium of 150 +/- 20 fs. In polar solvents, the hydroxylic proton of HBT is shifted within the molecules on a time scale between 80 and 250 fs. The experimental results point to an essentially barrierless potential energy surface of the reaction in the excited state. The measured time constants correspond to the period of molecular vibrations of low frequency, suggesting proton and deuterium transfer via large-amplitude motions.