Thiourea sulfoxide | 73973-60-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫基化合物
• 英文名称: Thiourea sulfoxide
• 英文别名: formamidine sulfenic acid；sulfenyl acid；Carbamimido(thioperoxoic) acid；hydroxy carbamimidothioate
• CAS: 73973-60-1
• 化学式: CH₄N₂OS
• 分子量: 92.1216
• InChiKey: YWNFGFNHPBDSJL-UHFFFAOYSA-N

物化性质

• 沸点：
  234.5±23.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  95.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  硫脲 在 potassium bromate 、 高氯酸 作用下， 以 水 为溶剂， 生成 氨基亚氨基甲烷磺酸 、 尿素 、 Thiourea sulfoxide
  参考文献：
  名称：

  酸性溶液中溴酸盐氧化硫脲的动力学和机理

  摘要：

  The reaction between bromate and thiourea has been studied in acidic medium. The stoichiometry of the reaction in excess thiourea is 4BrO(3)(-) + 3SC(NH2)2 + 3H(2)O-->3SO(4)(2-) + 30C(NH2)2 + 4Br(-) + 6H(+); in excess bromate the stoichiometry is 8BrO(3)(-) + 5SC(NH2)2 + H2O --> 5SO(4)(2-) + 4Br(2) + 2H(+). No bromine is formed in excess thiourea. In excess bromate the reaction displays an initial induction period. At the end of the induction period, the redox potential of the reaction mixture rises sharply, sulfate appears (signaled by precipitation of BaSO4 when BaCl2 is initially added), and a yellow coloration (due to bromine) is first noticeable. Consequently, bromine is not formed until all thiourea is consumed. A 14-step mechanism is proposed and used to simulate the observed kinetics. The rate-determining step for bromine appearance is formation of HOBr from the BrO3--Br- reaction. the oxidation of thiourea proceeds via oxygen additions on sulfur, successively forming HOSC(NH)NH2, HO2SC(NH)NH2, HO3SC(NH)NH2), and SO42-. The mechanism requires that cleavage of the X-C bond to form urea and SO(4)(2-)occur at the sulfonic acid level and not before, in agreement with experimental observation.

  DOI：

  10.1021/j100053a033

文献信息

• Kinetic study on hydrolysis and oxidation of formamidine disulfide in acidic solutions
  作者：Ying Hu、JiaMin Feng、YanWei Li、YanYan Sun、Li Xu、YueMin Zhao、QingYu Gao

  DOI：10.1007/s11426-011-4378-8

  日期：2012.2

  Hydrolysis and oxidation of formamidine disulfide in acidic medium were investigated using high-performance liquid chromatography (HPLC) and mass spectrometry (MS) at 25 °C. By controlling the slow reaction rate and choosing appropriate mobile phase, HPLC provides the unique advantages over other methods (UV-Vis, chemical separation) in species tracking and kinetic study. In addition to thiourea and formamidine

  使用高效液相色谱（HPLC）和质谱（MS）在25°C下研究了酸性介质中甲am二硫化物的水解和氧化。通过控制慢的反应速率并选择合适的流动相，HPLC在物种跟踪和动力学研究中提供了优于其他方法（UV-Vis，化学分离）的独特优势。除硫脲和甲am亚磺酸外，在水解反应中还检测到两种未报告的产物。质谱测量表明这两种产物分别为甲am亚磺酸和硫氰，质量分别为92.28和116.36。在过氧化氢氧化甲am二硫化物中，除了硫脲，甲am亚磺酸，甲am亚磺酸，硫氰和尿素外，可以检测到甲am磺酸和硫酸盐。发现氧化反应在甲am二硫化物和过氧化氢中都是一级的。在1.5-3.0的pH范围内测定水解和氧化反应的速率常数。发现两个速率常数都随着pH的增加而增加。通过甲form二硫化物氧化的机理方案，包括甲am二硫化物的水解平衡和甲am亚磺酸的不可逆水解，可以有效地模拟不同物种的实验曲线。发现两个速率常数都随着pH的增加而增
• Kinetics and mechanism of the oxidation of thiourea by bromate in acidic solution
  作者：Reuben H. Simoyi、Irving R. Epstein、Kenneth Kustin

  DOI：10.1021/j100053a033

  日期：1994.1

  The reaction between bromate and thiourea has been studied in acidic medium. The stoichiometry of the reaction in excess thiourea is 4BrO(3)(-) + 3SC(NH2)2 + 3H(2)O-->3SO(4)(2-) + 30C(NH2)2 + 4Br(-) + 6H(+); in excess bromate the stoichiometry is 8BrO(3)(-) + 5SC(NH2)2 + H2O --> 5SO(4)(2-) + 4Br(2) + 2H(+). No bromine is formed in excess thiourea. In excess bromate the reaction displays an initial induction period. At the end of the induction period, the redox potential of the reaction mixture rises sharply, sulfate appears (signaled by precipitation of BaSO4 when BaCl2 is initially added), and a yellow coloration (due to bromine) is first noticeable. Consequently, bromine is not formed until all thiourea is consumed. A 14-step mechanism is proposed and used to simulate the observed kinetics. The rate-determining step for bromine appearance is formation of HOBr from the BrO3--Br- reaction. the oxidation of thiourea proceeds via oxygen additions on sulfur, successively forming HOSC(NH)NH2, HO2SC(NH)NH2, HO3SC(NH)NH2), and SO42-. The mechanism requires that cleavage of the X-C bond to form urea and SO(4)(2-)occur at the sulfonic acid level and not before, in agreement with experimental observation.