5-methyl-1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one | 205105-91-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 5-methyl-1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one
• 英文别名: 5-Methyl-1-oxo-1lambda4,2-benzodithiol-3-one；5-methyl-1-oxo-1λ4,2-benzodithiol-3-one
• CAS: 205105-91-5
• 化学式: C₈H₆O₂S₂
• 分子量: 198.266
• InChiKey: WEUGSAJWLPAPAS-UHFFFAOYSA-N

物化性质

• 沸点：
  443.8±38.0 °C(Predicted)
• 密度：
  1.58±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  78.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methyl-1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one 、 丙烷-1-硫醇 以 氘代乙腈 、 重水 为溶剂， 反应 0.25h， 生成 5-methyl-2-(propyldisulfanyl)benzoic acid 、 5-methyl-2-(propyltrisulfanyl)benzoic acid 、 二丙基三硫醚 、 二丙基二硫
  参考文献：
  名称：

  Substituent Effects on the Reactivity of Benzo-1,2-dithiolan-3-one 1-Oxides and Their Possible Application to the Synthesis of DNA-Targeting Drugs

  摘要：

  [GRAPHICS]The efficiency of polysulfane product generation has been investigated for n-propyl thiol reactions with ortho- and para-substituted benzo-1,2-dithiolan-3-one 1-oxides in acetonitrile-water (7:3) mixtures. The reaction is facilitated by reducing the electron density at the para position or by placing substituents bearing lone pair electrons ortho to the dithiolanone-oxide (S1) reaction center. Through-space and through-bond effects both contribute to the conversion of polysulfane products.

  DOI：

  10.1021/jo0508191
• 作为产物：
  描述：

  5-methyl-3H-benzo[c][1,2]dithiol-3-one 在 二甲基二环氧乙烷 作用下， 反应 2.0h， 生成 5-methyl-1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one
  参考文献：
  名称：

  Substituent Effects on the Reactivity of Benzo-1,2-dithiolan-3-one 1-Oxides and Their Possible Application to the Synthesis of DNA-Targeting Drugs

  摘要：

  [GRAPHICS]The efficiency of polysulfane product generation has been investigated for n-propyl thiol reactions with ortho- and para-substituted benzo-1,2-dithiolan-3-one 1-oxides in acetonitrile-water (7:3) mixtures. The reaction is facilitated by reducing the electron density at the para position or by placing substituents bearing lone pair electrons ortho to the dithiolanone-oxide (S1) reaction center. Through-space and through-bond effects both contribute to the conversion of polysulfane products.

  DOI：

  10.1021/jo0508191

文献信息

• Substituent Effects on the Reactivity of Benzo-1,2-dithiolan-3-one 1-Oxides and Their Possible Application to the Synthesis of DNA-Targeting Drugs
  作者：Nahed Sawwan、Edyta M. Brzostowska、Alexander Greer

  DOI：10.1021/jo0508191

  日期：2005.8.1

  [GRAPHICS]The efficiency of polysulfane product generation has been investigated for n-propyl thiol reactions with ortho- and para-substituted benzo-1,2-dithiolan-3-one 1-oxides in acetonitrile-water (7:3) mixtures. The reaction is facilitated by reducing the electron density at the para position or by placing substituents bearing lone pair electrons ortho to the dithiolanone-oxide (S1) reaction center. Through-space and through-bond effects both contribute to the conversion of polysulfane products.