Acetyl-p-anisyl-disulfid | 31570-54-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Acetyl-p-anisyl-disulfid
• 英文别名: 1-(Acetyldisulfanyl)-4-methoxybenzene；S-(4-methoxyphenyl)sulfanyl ethanethioate
• CAS: 31570-54-4
• 化学式: C₉H₁₀O₂S₂
• 分子量: 214.309
• InChiKey: MVUGJKBFJORWPT-UHFFFAOYSA-N

物化性质

• 沸点：
  345.2±44.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  76.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Acetyl-p-anisyl-disulfid 在 盐酸 、 乙醇 、 碘 作用下， 生成 Bis-(p-methoxyphenyl)-tetrasulfid
  参考文献：
  名称：

  Aryl hydrodisulfides

  摘要：

  DOI：

  10.1021/jo00823a004
• 作为产物：
  描述：

  p-methoxyphenyldisulfide 在 碘 作用下， 以 二氯甲烷 为溶剂， 生成 Acetyl-p-anisyl-disulfid
  参考文献：
  名称：

  Unsymmetrical Organotrisulfide Formation via Low-Temperature Disulfanyl Anion Transfer to an Organothiosulfonate

  摘要：

  New methodology is presented for the formation of unsymmetrical organotrisulfides in a high yield and purity, relatively free of polysulfide byproducts. The highlight of the method is the low-temperature (-78 degrees C) deprotection of a disulfanyl acetate with sodium methoxide in THF to form a disulfanyl anion, which reacts rapidly in situ with an organothiosulfonate (S-aryl or S-alkyl) within 30 seconds followed by quenching. The discovery of these new reaction conditions together with the relative greenness of the chemistry overall makes for an efficient protocol, from which a range of organotrisulfides covering aliphatic, aromatic, as well as cysteine and sugar groups can be accessed in a high yield and purity.

  DOI：

  10.1021/acs.joc.8b03262

文献信息

• Novel reaction of acetylsulfenyl chloride with activated aromatic compounds
  作者：Tamotsu Fujisawa、Norio Kobayashi

  DOI：10.1021/jo00822a017

  日期：1971.11
• Unsymmetrical Organotrisulfide Formation via Low-Temperature Disulfanyl Anion Transfer to an Organothiosulfonate
  作者：Doaa Ali、Roger Hunter、Catherine H. Kaschula、Stephen De Doncker、Sophie C. M. Rees-Jones

  DOI：10.1021/acs.joc.8b03262

  日期：2019.3.1

  New methodology is presented for the formation of unsymmetrical organotrisulfides in a high yield and purity, relatively free of polysulfide byproducts. The highlight of the method is the low-temperature (-78 degrees C) deprotection of a disulfanyl acetate with sodium methoxide in THF to form a disulfanyl anion, which reacts rapidly in situ with an organothiosulfonate (S-aryl or S-alkyl) within 30 seconds followed by quenching. The discovery of these new reaction conditions together with the relative greenness of the chemistry overall makes for an efficient protocol, from which a range of organotrisulfides covering aliphatic, aromatic, as well as cysteine and sugar groups can be accessed in a high yield and purity.
• Aryl hydrodisulfides
  作者：Jitsuo Tsurugi、Sunichi Kawamura、Toyokazu Horii

  DOI：10.1021/jo00823a004

  日期：1971.12