3-hydroxypropyl methyl disulfide | 85351-51-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 3-hydroxypropyl methyl disulfide
• 英文别名: 3-(methyldisulfaneyl)propan-1-ol；3-(Methyldisulfanyl)propan-1-ol；3-(methyldisulfanyl)propan-1-ol
• CAS: 85351-51-5
• 化学式: C₄H₁₀OS₂
• 分子量: 138.255
• InChiKey: VVWFNTJXKMWEKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  7
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  福多司坦杂质	3,3'-disulfanediylbis(propan-1-ol)	30453-21-5	C6H14O2S2	182.308

反应信息

• 作为产物：
  描述：

  福多司坦杂质 、 二甲基二硫 在 rhodium(III) chloride 作用下， 以 水 为溶剂， 反应 1.0h， 以88%的产率得到3-hydroxypropyl methyl disulfide
  参考文献：
  名称：

  RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems

  摘要：

  RhCl3 catalyzed the alkylthio exchange reaction of hydrophilic disulfides in water under homogeneous conditions, and equilibrium was attained in several hours. The reaction was applied to the exchange Of unprotected glutathione disulfide. The reaction of dimethyl disulfide and hydrophilic distilfides under heterogeneous conditions also proceeded effectively. The mechanism turned out to be dependent on the water solubility of the substrates: The reaction of bis(3-hydroxypropyl) disulfide took place in the dimethyl disulfide phase, whereas the reaction of bis(6-aminohexyl) disulfide dihydrochloride proceeded in the water phase. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.11.049

文献信息

• An (NH₄)₂S₂O₈-promoted cross-coupling of thiols/diselenides and sulfoxides for the synthesis of unsymmetrical disulfides/selenosulfides
  作者：Yang-Tong Ma、Chao Lin、Xiao-Bo Huang、Miao-Chang Liu、Yun-Bing Zhou、Hua-Yue Wu

  DOI：10.1039/d2cc01344d

  日期：——

  An (NH4)2S2O8-promoted cross-coupling of thiols/diselenides and sulfoxides to construct unsymmetrical disulfides/selenosulfides is disclosed. Control experiments demonstrate that (NH4)2S2O8 acts as an acid and an oxidant, while both ionic and radical routes are involved in the reaction. The KIE experiments reveal that C–H bond cleavage of sulfoxides was involved in the turnover-limiting step.

  公开了一种(NH 4 ) 2 S 2 O 8促进的硫醇/二硒化物和亚砜的交叉偶联以构建不对称的二硫化物/硒硫化物。对照实验表明，(NH 4 ) 2 S 2 O 8充当酸和氧化剂，而离子和自由基途径都参与反应。KIE 实验表明，亚砜的 C-H 键断裂参与了周转限制步骤。
• RhCl3-catalyzed disulfide exchange reaction using water solvent in homogeneous and heterogeneous systems
  作者：Mieko Arisawa、Atsushi Suwa、Masahiko Yamaguchi

  DOI：10.1016/j.jorganchem.2005.11.049

  日期：2006.3

  RhCl3 catalyzed the alkylthio exchange reaction of hydrophilic disulfides in water under homogeneous conditions, and equilibrium was attained in several hours. The reaction was applied to the exchange Of unprotected glutathione disulfide. The reaction of dimethyl disulfide and hydrophilic distilfides under heterogeneous conditions also proceeded effectively. The mechanism turned out to be dependent on the water solubility of the substrates: The reaction of bis(3-hydroxypropyl) disulfide took place in the dimethyl disulfide phase, whereas the reaction of bis(6-aminohexyl) disulfide dihydrochloride proceeded in the water phase. (c) 2005 Elsevier B.V. All rights reserved.