(p-hydroxyphenyl)thiyl radical | 31053-94-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: (p-hydroxyphenyl)thiyl radical
• CAS: 31053-94-8
• 化学式: C₆H₅OS
• 分子量: 125.171
• InChiKey: PFIMJZLHTUKTPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-羟基苯硫酚 、 6-mercaptopurine 以 四氢呋喃 为溶剂， 生成 (p-hydroxyphenyl)thiyl radical 、
  参考文献：
  名称：

  Photochemical Properties of Excited Triplet State of 6H-Purine-6-thione Investigated by Laser Flash Photolysis

  摘要：

  Photochemical reactions of 6H-purine-6-thione (PuT) via the excited triplet state [(3)(PuT)*] have been studied by means of laser flash photolysis in organic solvents. Transient absorption bands at 475 and 690 nm were assigned to (3)(PuT)*. Intersystem quantum yield and the lowest triplet energy of (3)(PuT)* were evaluated to be 0.99 and 63 kcal/mol, respectively. The self-quenching rate constant is quite large (2.3 x 10(9) M-1 s(-1) in THF). In photoinduced electron transfer, (3)(PuT)* acts as electron acceptor for tetramethylbenzidine, while (3)(PuT)* acts as electron donor for p-dinitrobenzene. Rate constants for H-atom abstraction (k(hT)) Of (3)(PUT)* from benzenethiols, tocopherol, and 1,4-cyclohexadiene are on the order of 10(8) M-1 s(-1). From the Hammett plots of k(hT) for substituted benzenethiols, a negative rho value indicates that (3)(PuT)* has electrophilic character. In the addition reaction of (3)(PuT)* toward various alkenes, the electrophilic character of (3)(PuT)* was also confirmed. By steady-light photolysis of PuT, purine was produced via (3)(PuT)* after H-atom abstraction. On combination of these results, the character of the lowest (3)(PuT)* was presumed.

  DOI：

  10.1021/jp973274q

文献信息

• Photochemical Properties of Excited Triplet State of 6<i>H</i>-Purine-6-thione Investigated by Laser Flash Photolysis
  作者：Maksudul M. Alam、Mamoru Fujitsuka、Akira Watanabe、Osamu Ito

  DOI：10.1021/jp973274q

  日期：1998.2.1

  Photochemical reactions of 6H-purine-6-thione (PuT) via the excited triplet state [(3)(PuT)*] have been studied by means of laser flash photolysis in organic solvents. Transient absorption bands at 475 and 690 nm were assigned to (3)(PuT)*. Intersystem quantum yield and the lowest triplet energy of (3)(PuT)* were evaluated to be 0.99 and 63 kcal/mol, respectively. The self-quenching rate constant is quite large (2.3 x 10(9) M-1 s(-1) in THF). In photoinduced electron transfer, (3)(PuT)* acts as electron acceptor for tetramethylbenzidine, while (3)(PuT)* acts as electron donor for p-dinitrobenzene. Rate constants for H-atom abstraction (k(hT)) Of (3)(PUT)* from benzenethiols, tocopherol, and 1,4-cyclohexadiene are on the order of 10(8) M-1 s(-1). From the Hammett plots of k(hT) for substituted benzenethiols, a negative rho value indicates that (3)(PuT)* has electrophilic character. In the addition reaction of (3)(PuT)* toward various alkenes, the electrophilic character of (3)(PuT)* was also confirmed. By steady-light photolysis of PuT, purine was produced via (3)(PuT)* after H-atom abstraction. On combination of these results, the character of the lowest (3)(PuT)* was presumed.