2,2'-(pentane-1,5-disulfonyl)-bis-ethanol | 57100-56-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: 2,2'-(pentane-1,5-disulfonyl)-bis-ethanol
• 英文别名: 1,5-Di-(2-hydroxyethylsulfonyl)-pentan；2-[5-(2-Hydroxyethanesulfonyl)pentanesulfonyl]ethan-1-ol；2-[5-(2-hydroxyethylsulfonyl)pentylsulfonyl]ethanol
• CAS: 57100-56-8
• 化学式: C₉H₂₀O₆S₂
• mdl: MFCD27920355
• 分子量: 288.386
• InChiKey: FEOAVKJLBUUJIY-UHFFFAOYSA-N

物化性质

• 熔点：
  124-125 °C
• 沸点：
  617.6±50.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2'-(pentane-1,5-disulfonyl)-bis-ethanol 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 为溶剂， 生成 1,5-Di-(vinylsulfonyl)-pentan
  参考文献：
  名称：

  在乙烯基砜和磺酰胺中添加醇

  摘要：

  已经制备了许多单和二乙烯基砜和磺酰胺，并且已经研究了它们在碱性催化剂存在下与醇反应的动力学。在一系列的纯醇中，相对于乙烯基化合物和催化剂，反应均为一级反应。它的速率首先增加，然后随着从甲醇到正癸醇的同源序列的增加而变得几乎恒定。通过加入二恶烷可以提高与乙醇的反应速率。这些结果符合以下观点：反应机理在于向乙烯基化合物中添加亲核醇盐离子，然后使如此形成的中间碳负离子快速质子化。

  DOI：

  10.1039/j29700000998
• 作为产物：
  描述：

  1,5-戊二硫醇 在 双氧水 、 sodium ethanolate 作用下， 以 乙醇 、 三氟乙酸 为溶剂， 反应 2.5h， 生成 2,2'-(pentane-1,5-disulfonyl)-bis-ethanol
  参考文献：
  名称：

  Hydrolysis and Oxidation Products of the Chemical Warfare Agents 1,2-Bis[(2-chloroethyl)thio]ethane Q and 2,2′-Bis(2-chloroethylthio)diethyl Ether T

  摘要：

  Syntheses of diols of structure [HOCH2CH2S](2)(CH2)(n) in 86-95% yield from the sodium salt of 2-mercaptoethanol and Br(CH2)(n)Br (n = 1 to 5) or in 60-90% yield from 2-chloroethanol and NaS(CH2)(n),SNa (n = 2 to 5) are described. The diol [HOCH2CH2SCH2CH2](2)O was prepared in 82% yield from the sodium salt of 2-mercaptoethanol and [ClCH2CH2](2)O, and in 88% yield from 2-chloroethanol and [HSCH2CH2](2)O. Mono- and bis-sulfoxides and bis-sulfones of these species were prepared in generally high yield by treatment with an equivalent of KIO4 in aqueous methanol, two equivalents of NaIO4 in aqueous methanol, or four equivalents of H2O2 in trifluoroacetic acid respectively. The compounds are important analytical standards for investigating the fate of the chemical warfare agents sesquimustard Q and oxygen mustard T in environmental samples.

  DOI：

  10.1080/10426500390228710

文献信息

• The addition of alcohols to vinyl sulphones and sulphonamides
  作者：W. G. Davies、E. W. Hardisty、T. P. Nevell、R. H. Peters

  DOI：10.1039/j29700000998

  日期：——

  A number of mono- and di-vinyl sulphones and sulphonamides have been prepared and the kinetics of their reaction with alcohols in the presence of a basic catalyst have been studied. In a series of pure alcohols, the reaction is of the first order with respect to both vinyl compound and catalyst; its rate at first increases and then becomes practically constant on ascending the homologous series from

  已经制备了许多单和二乙烯基砜和磺酰胺，并且已经研究了它们在碱性催化剂存在下与醇反应的动力学。在一系列的纯醇中，相对于乙烯基化合物和催化剂，反应均为一级反应。它的速率首先增加，然后随着从甲醇到正癸醇的同源序列的增加而变得几乎恒定。通过加入二恶烷可以提高与乙醇的反应速率。这些结果符合以下观点：反应机理在于向乙烯基化合物中添加亲核醇盐离子，然后使如此形成的中间碳负离子快速质子化。
• Hydrolysis and Oxidation Products of the Chemical Warfare Agents 1,2-Bis[(2-chloroethyl)thio]ethane Q and 2,2′-Bis(2-chloroethylthio)diethyl Ether T
  作者：Christopher M. Timperley、Robin M. Black、Michael Bird、Ian Holden、Joanna L. Mundy、Robert W. Read

  DOI：10.1080/10426500390228710

  日期：2003.9.1

  Syntheses of diols of structure [HOCH2CH2S](2)(CH2)(n) in 86-95% yield from the sodium salt of 2-mercaptoethanol and Br(CH2)(n)Br (n = 1 to 5) or in 60-90% yield from 2-chloroethanol and NaS(CH2)(n),SNa (n = 2 to 5) are described. The diol [HOCH2CH2SCH2CH2](2)O was prepared in 82% yield from the sodium salt of 2-mercaptoethanol and [ClCH2CH2](2)O, and in 88% yield from 2-chloroethanol and [HSCH2CH2](2)O. Mono- and bis-sulfoxides and bis-sulfones of these species were prepared in generally high yield by treatment with an equivalent of KIO4 in aqueous methanol, two equivalents of NaIO4 in aqueous methanol, or four equivalents of H2O2 in trifluoroacetic acid respectively. The compounds are important analytical standards for investigating the fate of the chemical warfare agents sesquimustard Q and oxygen mustard T in environmental samples.