1,3-thioacetyl-2-methoxypropane | 85977-63-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: 1,3-thioacetyl-2-methoxypropane
• 英文别名: S-(3-acetylsulfanyl-2-methoxypropyl) ethanethioate
• CAS: 85977-63-5
• 化学式: C₈H₁₄O₃S₂
• 分子量: 222.329
• InChiKey: YIGAKEHFQNSVGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  94
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,3-thioacetyl-2-methoxypropane 在 sodium hydroxide 、 盐酸 、 水 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以31%的产率得到2-甲氧基丙烷-1,3-二硫醇
  参考文献：
  名称：

  Hydroxy and ether functionalized dithiolanes: Models for the active site of the [FeFe] hydrogenase

  摘要：

  In attempt to synthesize suitable [FeFe] hydrogenase model complexes, 2-methoxypropane-1,3-dithiole and 4-methyl-4-hydroxy-1,2-dithiolane were reacted with Fe-3(CO)(12) to give the respective complexes [Fe-2(CO)(6)(H3COCH(CH2S)(2))] and [Fe-2(CO)(6)(HOC(CH3)(CH2S)(2))]. The compounds were characterized by H-1 and C-13 NMR spectroscopy, mass spectrometry and elemental analysis. In addition, their electrochemical properties were investigated by cyclic voltammetry and compared with that of [Fe-2(CO)(6)(HOC(CH2S)(2))] known from literature. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.09.048
• 作为产物：
  描述：

  1,3-二溴-2-甲氧基丙烷 、 potassium thioacetate 以 丙酮 为溶剂， 反应 168.0h， 以3.3 g的产率得到1,3-thioacetyl-2-methoxypropane
  参考文献：
  名称：

  Hydroxy and ether functionalized dithiolanes: Models for the active site of the [FeFe] hydrogenase

  摘要：

  In attempt to synthesize suitable [FeFe] hydrogenase model complexes, 2-methoxypropane-1,3-dithiole and 4-methyl-4-hydroxy-1,2-dithiolane were reacted with Fe-3(CO)(12) to give the respective complexes [Fe-2(CO)(6)(H3COCH(CH2S)(2))] and [Fe-2(CO)(6)(HOC(CH3)(CH2S)(2))]. The compounds were characterized by H-1 and C-13 NMR spectroscopy, mass spectrometry and elemental analysis. In addition, their electrochemical properties were investigated by cyclic voltammetry and compared with that of [Fe-2(CO)(6)(HOC(CH2S)(2))] known from literature. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.09.048

文献信息

• Hydroxy and ether functionalized dithiolanes: Models for the active site of the [FeFe] hydrogenase
  作者：Ulf-Peter Apfel、Christian R. Kowol、Florian Kloss、Helmar Görls、Bernhard K. Keppler、Wolfgang Weigand

  DOI：10.1016/j.jorganchem.2010.09.048

  日期：2011.3

  In attempt to synthesize suitable [FeFe] hydrogenase model complexes, 2-methoxypropane-1,3-dithiole and 4-methyl-4-hydroxy-1,2-dithiolane were reacted with Fe-3(CO)(12) to give the respective complexes [Fe-2(CO)(6)(H3COCH(CH2S)(2))] and [Fe-2(CO)(6)(HOC(CH3)(CH2S)(2))]. The compounds were characterized by H-1 and C-13 NMR spectroscopy, mass spectrometry and elemental analysis. In addition, their electrochemical properties were investigated by cyclic voltammetry and compared with that of [Fe-2(CO)(6)(HOC(CH2S)(2))] known from literature. (C) 2010 Elsevier B.V. All rights reserved.