N-[(4-nitrophenyl)thio]-2,4,6-triphenylaniline | 136489-95-7

• 英文名称: N-[(4-nitrophenyl)thio]-2,4,6-triphenylaniline
• 英文别名: N-(4-nitrophenyl)sulfanyl-2,4,6-triphenylaniline
• CAS: 136489-95-7
• 化学式: C₃₀H₂₂N₂O₂S
• 分子量: 474.583
• InChiKey: TWEMQROEJFVVHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(4-nitrophenyl)thio]-2,4,6-triphenylaniline 在 lead dioxide 作用下， 以 苯 为溶剂， 生成 N-[(4-nitrophenyl)thio]-2,4,6-triphenylanilino radical
  参考文献：
  名称：

  Teki, Yoshio; Miura, Yozo; Tanaka, Akio, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 1993, vol. 233, p. 119 - 126

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(4-nitrophenyl)thio]-2,4,6-triphenylanilino radical 以 苯 为溶剂， 反应 28.0h， 以49%的产率得到9-(4-Nitro-phenylsulfanyl)-1,3-diphenyl-9H-carbazole
  参考文献：
  名称：

  EPR研究以氮为中心的自由基。第50部分。1高温下可分离的稳定硫代氨基甲酰基自由基的异常分解行为

  摘要：

  的热稳定性ñ - （4-硝基苯基硫基） - ñ - （4-叔丁基-2,6-二苯基苯基）aminyl 1a中，ñ - （4-硝基苯基硫基） - ñ - （2,4,6-三苯基苯基）aminyl 2a中，N-（2,4-二氯苯硫基）-N -2,4,6-三苯苯基）氨基2b和N-（4-硝基苯硫基）-N-（2-叔丁基）已经研究了-丁基-4，6-二苯基苯基）氨基3a。当将1a，2a和2b在脱气的苯中于80°C加热24–30 h时，它们几乎完全分解，得到两种非自由基化合物。另一方面，3a在热方面更稳定，并且完全分解需要加热8天。在产品分析研究的基础上，提出了热分解机理，并讨论了3a在高温下如此稳定的原因。

  DOI：

  10.1039/a800163d

文献信息

• ESR studies of nitrogen-centered free radicals. 40. Exceptionally persistent nitrogen-centered free radicals. Preparation, isolation, and molecular structure of N-(arylthio)-2,4,6-triphenylanilino radicals
  作者：Yozo Miura、Akio Tanaka、Ken Hirotsu

  DOI：10.1021/jo00023a032

  日期：1991.11

  The preparation, isolation, molecular structure, and ESR spectra of N-(arylthio)-2,4,6-triphenylanilino radicals 2 are described. Radicals 2 have been prepared by oxidation of N-(arylthio)-2,4,6-triphenylaniline (1) with PbO2 and studied by ESR spectroscopy. The radical solutions (benzene) were greenish blue or yellowish green, absorbing in the visible region at 513-535 and 626-644 nm. The radicals persist over a long period with only a slight or no decomposition, even in the presence of atmospheric oxygen, and have shown no tendency to dimerize, even at low temperatures. These properties have permitted us to isolate 2 as pure radical crystals and to determine the molecular structure of 2e by single-crystal X-ray analysis. The ESR spectrum of 2 consists of a broad 1:1:1 triplet (alpha-N, 0.890-0.896 mT), and hyperfine splittings due to protons were completely unresolved. However, on deuteriation of the 2,4,6-triphenyl groups on the anilino group, hyperfine splittings due to the anilino meta (0.133-0.134) and the arylthiyl ortho protons (0.088 mT) were found. Furthermore, at high gain satellite lines due to S-33 isotopes (0.51 mT) at natural abundance were detected. On the basis of these ESR results the spin density distribution in 2 is elucidated.