4-bromobenzenethiol-d₄ | 133872-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 4-bromobenzenethiol-d₄
• 英文别名: 4-Bromo-2,3,5,6-tetradeuteriobenzenethiol
• CAS: 133872-24-9
• 化学式: C₆H₅BrS
• 分子量: 193.044
• InChiKey: FTBCOQFMQSTCQQ-RHQRLBAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0.0
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-bromobenzenethiol-d₄ 在 氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-bromobenzenesulfenyl-d₄ chloride
  参考文献：
  名称：

  Generation, Isolation, and Characterization of N-(Arylthio)-7-tert-butyl- and N-(Arylthio)-2,7-di-tert-butyl-1-pyrenylaminyl Radicals

  摘要：

  N-(Arylthio)-7-tert-butyl-1-pyrenylaminyl (2) and N-[(4-nitrophenyl)thio]-2,7-di-tert-butyl-1-pyrenylaminyl radicals (3) are prepared by PbO2 oxidation of N-(arylthio)-7-tert-butyl-1-aminopyrenes and N-[(4-nitrophenyl)thio] -2,7-di-tert-butyl-1-aminopyrene, respectively, and studied by ESR and ENDOR spectroscopy. The kinetic ESR study shows that, while aminyls 2 gradually decompose in solution at room temperature, aminyl 3 is quite persistent, even in refluxing benzene, and shows no tendency to dimerize, even at low temperatures. These interesting properties of 3 permit us to isolate 3 as radical crystals in 28-31% yield. The hyperfine splitting (hfs) constants of 2 and 3, determined by ESR and ENDOR spectroscopic methods, show an extensive delocalization of the unpaired electron onto the pyrene ring. Comparison of the hfs constants of 2 and 3 shows that a more extensive delocalization of the spin into the pyrene ring takes place in 3. This is accounted for in terms of the difference in the conformations of 2 and 3.

  DOI：

  10.1021/jo00091a015
• 作为产物：
  描述：

  4-bromobenzenesulfonyl-d₄ chloride 在 硫酸 、 锌 作用下， 以 水 为溶剂， 反应 12.0h， 以67%的产率得到4-bromobenzenethiol-d₄
  参考文献：
  名称：

  ESR studies of nitrogen-centered free radicals. 39. N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals. An electron spin resonance study

  摘要：

  A new class of nitrogen-centered free radicals, N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienyl radicals 1 have been generated by hydrogen atom abstraction from N1,N5-bis(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 2 or by photolysis of 2 or N1,N5,N5-tris(arylthio)-2,4-diphenyl-1,3,5-triazapenta-1,3-dienes 3 using a UV or xenon lamp. Radicals 1 persist in solution and can be isolated as a diamagnetic dimer which, in solution, dissociates in part into 1 at room temperature. The thermodynamic parameters for the 4 reversible 2(1) equilibrium are 87.5 kJ mol-1 (DELTA-H-degrees) and 153 J K-1 mol-1 (DELTA-S-degrees), respectively. Radicals 1 have afforded the ESR spectra that show a(N1) (and a(N5) 0.400-0.431, a(N3) 0.278-0.312, a33S 0.48, and a(H) (due to the protons of the arylthiyl groups) 0.022-0.076 mT. On the basis of these ESR results, it is concluded that in 1 the unpaired electron resides mainly on the three nitrogen and two sulfur atoms.

  DOI：

  10.1021/jo00012a032

文献信息

• MIURA, YOZO;TANAKA, AKIO, J. ORG. CHEM., 56,(1991) N2, C. 3950-3954
  作者：MIURA, YOZO、TANAKA, AKIO

  DOI：——

  日期：——