N-chlorohypotaurine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 亚磺酸及其衍生物
• 英文名称: N-chlorohypotaurine
• 英文别名: 2-(Chloroamino)ethanesulfinic acid；2-(chloroamino)ethanesulfinic acid
• 化学式: C₂H₆ClNO₂S
• 分子量: 143.594
• InChiKey: BFMNKIRMUKIBRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  亚牛磺酸 在 sodium perchlorate 、 次氯酸 作用下， 以 水 为溶剂， 生成 牛磺酸 、 N-氯牛磺酸 、 N-chlorohypotaurine
  参考文献：
  名称：

  Antioxidant Chemistry:  Hypotaurine−Taurine Oxidation by Chlorite

  摘要：

  Extensive experimental data have been collected on the oxidation of hypotaurine, H2NCH2CH2SO2H, by chlorite and chlorine dioxide. Hypotaurine is stable and reacts slowly with chlorite to give taurine, hypotaurine sulfonic acid, and monochloro- and dichlorotaurine. However, it reacts rapidly with chlorine dioxide with a second-order rate constant of 801 M-1 s(-1) to give taurine. Oxidation occurs simultaneously at the sulfur center (to give the sulfonic acid) and at the nitrogen center (to give the chloramines). The stoichiometry of the reaction was experimentally determined to be ClO2- + H2NCH2CH2SO2H + H+ --> ClHNCH2CH2SO3H + H2O. The formation of dichlorotaurine is favored only in high acid environments.

  DOI：

  10.1021/jp982575c

文献信息

• Antioxidant Chemistry:  Hypotaurine−Taurine Oxidation by Chlorite
  作者：Bice S. Martincigh、Claudius Mundoma、Reuben H. Simoyi

  DOI：10.1021/jp982575c

  日期：1998.11.1

  Extensive experimental data have been collected on the oxidation of hypotaurine, H2NCH2CH2SO2H, by chlorite and chlorine dioxide. Hypotaurine is stable and reacts slowly with chlorite to give taurine, hypotaurine sulfonic acid, and monochloro- and dichlorotaurine. However, it reacts rapidly with chlorine dioxide with a second-order rate constant of 801 M-1 s(-1) to give taurine. Oxidation occurs simultaneously at the sulfur center (to give the sulfonic acid) and at the nitrogen center (to give the chloramines). The stoichiometry of the reaction was experimentally determined to be ClO2- + H2NCH2CH2SO2H + H+ --> ClHNCH2CH2SO3H + H2O. The formation of dichlorotaurine is favored only in high acid environments.