bis(2-chloroethyl)(2-((2-chloroethyl)thio)ethyl)sulfonium chloride | 1197196-72-7

• 分子结构分类: 有机化合物 - 有机磷化合物
• 英文名称: bis(2-chloroethyl)(2-((2-chloroethyl)thio)ethyl)sulfonium chloride
• CAS: 1197196-72-7
• 化学式: C₈H₁₆Cl₃S₂*Cl
• 分子量: 318.159
• InChiKey: YQKVFPCSLCTUNI-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.06
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  bis (2-chloroethyl) sulphide 生成 bis(2-chloroethyl)(2-((2-chloroethyl)thio)ethyl)sulfonium chloride
  参考文献：
  名称：

  Locus-Specific Microemulsion Catalysts for Sulfur Mustard (HD) Chemical Warfare Agent Decontamination

  摘要：

  The rates of catalytic oxidative decontamination of the chemical warfare agent (CWA) sulfur mustard (HD, bis(2-chlororethyl) sulfide) and a range (chloroethyl) sulfide simulants of variable lipophilicity have been examined using a hydrogen peroxide-based microemulsion system. SANS (small-angle neutron scattering), SAXS (small-angle X-ray scattering), PGSE-NMR (pulsed-gradient spin-echo NMR), fluorescence quenching, and electrospray mass spectroscopy (ESI-MS) were implemented to examine the distribution of HD, its simulants, and their oxidation/hydrolysis products in a model oil-in-water microemulsion. These measurements not only present a means of interpreting decontamination rates but also a rationale for the design of oxidation catalysts for these toxic materials. Here we show that by localizing manganese-Schiff base catalysts at the oil droplet-water interface or within the droplet core, a range of (chloroethyl) sulfides, including HD, spanning some 7 orders of octanol-water partition coefficient (K-ow), may be oxidized with equal efficacy using dilute (5 wt. % of aqueous phase) hydrogen peroxide as a noncorrosive, environmentally benign oxidant (e.g., t(1/2) (HD) similar to 18 s, (2-chloroethyl phenyl sulfide, C6H5SCH2CH2Cl) similar to 15 s, (thiodiglycol, S(CH2CH2OH)(2)) similar to 19 s {20 degrees C}). Our observations demonstrate that by programming catalyst lipophilicity to colocalize catalyst and substrate, the inherent compartmentalization of the microemulsion can be exploited to achieve enhanced rates of reaction or to exert control over product selectivity. A combination of SANS, ESI-MS and fluorescence quenching measurements indicate that the enhanced catalytic activity is due to the locus of the catalyst and not a result of partial hydrolysis of the substrate.

  DOI：

  10.1021/ja901872y