2-(n-butylsulfinyl)-1,4-benzoquinone | 135615-66-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(n-butylsulfinyl)-1,4-benzoquinone
• 英文别名: 2-Butylsulfinylcyclohexa-2,5-diene-1,4-dione
• CAS: 135615-66-6
• 化学式: C₁₀H₁₂O₃S
• 分子量: 212.269
• InChiKey: AFNXNYUDZIPXGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  70.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(butylthio)cyclohexa-2,5-diene-1,4-dione 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以50%的产率得到2-(n-butylsulfinyl)-1,4-benzoquinone
  参考文献：
  名称：

  Use of sulfoxides as cocatalysts in the palladium-quinone-catalyzed 1,4-diacetoxylation of 1,3-dienes. An example of ligand-accelerated catalysis

  摘要：

  The use of sulfinyl quinones as cocatalysts in the palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes improves the stereochemical outcome of the reaction by increasing the rate of the internal migration of the acetate nucleophile. A mechanism of the interaction between the sulfoxide and the intermediate (pi-allyl)palladium complex, based on H-1 NMR results, is proposed.

  DOI：

  10.1021/jo00020a022

文献信息

• Use of sulfoxides as cocatalysts in the palladium-quinone-catalyzed 1,4-diacetoxylation of 1,3-dienes. An example of ligand-accelerated catalysis
  作者：Helena Grennberg、Adolf Gogoll、Jan E. Baeckvall

  DOI：10.1021/jo00020a022

  日期：1991.9

  The use of sulfinyl quinones as cocatalysts in the palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes improves the stereochemical outcome of the reaction by increasing the rate of the internal migration of the acetate nucleophile. A mechanism of the interaction between the sulfoxide and the intermediate (pi-allyl)palladium complex, based on H-1 NMR results, is proposed.