S-{2-[二(1-甲基乙基)氮酰]乙基}4-氟苯磺硫酸酯 | 139131-39-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: S-{2-[二(1-甲基乙基)氮酰]乙基}4-氟苯磺硫酸酯
• 英文名称: Benzenesulfonothioic acid, 4-fluoro-, S-(2-(bis(1-methylethyl)amino)ethyl) ester, N-oxide
• 英文别名: N-[2-(4-fluorophenyl)sulfonylsulfanylethyl]-N-propan-2-ylpropan-2-amine oxide
• CAS: 139131-39-8
• 化学式: C₁₄H₂₂FNO₃S₂
• 分子量: 335.464
• InChiKey: WCTUGNYXPHYIHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-{2-[二(1-甲基乙基)氮酰]乙基}4-氟苯磺硫酸酯 以 氘代氯仿 为溶剂， 以10%的产率得到Benzenesulfonothioic acid, 4-fluoro-, S-ethenyl ester
  参考文献：
  名称：

  .beta.-(N,N-Dialkylamino)ethyl arylthiosulfonates: new simulants for O-ethyl S-[2-(diisopropylamino)ethyl] methylphosphonothioate

  摘要：

  Beta-(N,N-Dialkylamino)ethyl arylthiosulfonates 2, new simulants for the hydrolysis and oxidation chemistry of VX (1), are prepared in good yield by reaction of a potassium arylthiosulfonate with a 2-chloroethylamine. Alkaline hydrolysis of 2 results in cleavage of the S-S bond to give sulfinic acids and disulfides. Like VX, oxidation of 2 by N-sulfonyloxaziridine 12 occurs exclusively on nitrogen to give the corresponding amine oxide which subsequently undergoes a Cope elimination reaction affording the vinyl sulfide 14.

  DOI：

  10.1021/jo00035a013
• 作为产物：
  描述：

  Potassium p-Fluorobenzenethiosulfonic Acid 在 Adogen-464 、 potassium tert-butylate 、 3-(4-nitrophenyl)-2-(phenylsulfonyl)-1,2-oxaziridine 作用下， 以 氘代氯仿 为溶剂， 反应 15.0h， 生成 S-{2-[二(1-甲基乙基)氮酰]乙基}4-氟苯磺硫酸酯
  参考文献：
  名称：

  .beta.-(N,N-Dialkylamino)ethyl arylthiosulfonates: new simulants for O-ethyl S-[2-(diisopropylamino)ethyl] methylphosphonothioate

  摘要：

  Beta-(N,N-Dialkylamino)ethyl arylthiosulfonates 2, new simulants for the hydrolysis and oxidation chemistry of VX (1), are prepared in good yield by reaction of a potassium arylthiosulfonate with a 2-chloroethylamine. Alkaline hydrolysis of 2 results in cleavage of the S-S bond to give sulfinic acids and disulfides. Like VX, oxidation of 2 by N-sulfonyloxaziridine 12 occurs exclusively on nitrogen to give the corresponding amine oxide which subsequently undergoes a Cope elimination reaction affording the vinyl sulfide 14.

  DOI：

  10.1021/jo00035a013

文献信息

• .beta.-(N,N-Dialkylamino)ethyl arylthiosulfonates: new simulants for O-ethyl S-[2-(diisopropylamino)ethyl] methylphosphonothioate
  作者：Franklin A. Davis、Jayanta K. Ray、Steve Kasperowicz、Robert M. Przeslawski、H. Dupont Durst

  DOI：10.1021/jo00035a013

  日期：1992.4

  Beta-(N,N-Dialkylamino)ethyl arylthiosulfonates 2, new simulants for the hydrolysis and oxidation chemistry of VX (1), are prepared in good yield by reaction of a potassium arylthiosulfonate with a 2-chloroethylamine. Alkaline hydrolysis of 2 results in cleavage of the S-S bond to give sulfinic acids and disulfides. Like VX, oxidation of 2 by N-sulfonyloxaziridine 12 occurs exclusively on nitrogen to give the corresponding amine oxide which subsequently undergoes a Cope elimination reaction affording the vinyl sulfide 14.