2,6-Di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone | 170377-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,6-Di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone
• 英文别名: 2,6-bis(2,4-dioxopentan-3-ylidene)-[1,3]dithiolo[4,5-f][1,3]benzodithiole-4,8-dione
• CAS: 170377-46-5
• 化学式: C₁₈H₁₂O₆S₄
• 分子量: 452.554
• InChiKey: RNXDXVOVXLRKHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.76
• 重原子数：
  28.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  102.42
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  2,6-Di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以79%的产率得到2,6-Di-(2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone
  参考文献：
  名称：

  Synthesis of some new dispiro[dipyrano-(2,4?:6,4?)bidithiolo(4,5-b:4?,5?-e)-4,8-benzoquinones]

  摘要：

  The one pot reaction of acetylacetone, CS2, and tetrabromobenzoquinone in a 2:2:1 molar ratio affords 2,6-di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone (3) which was allowed to react with some active methylene reagents in a 1:2 molar ratio to give the dispiro derivatives 5-11. The reaction is assumed to proceed via a hydrolysis of the two acetyl groups in compound 3 followed by a nucleophilic addition of the active methylene reagents at the two ethylenic bonds and subsequent cyclization.

  DOI：

  10.1007/bf00807437
• 作为产物：
  描述：

  二硫化碳 、 四溴对苯醌 、 乙酰丙酮 在 四丁基溴化铵 potassium carbonate 作用下， 生成 2,6-Di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone
  参考文献：
  名称：

  Synthesis of some new dispiro[dipyrano-(2,4?:6,4?)bidithiolo(4,5-b:4?,5?-e)-4,8-benzoquinones]

  摘要：

  The one pot reaction of acetylacetone, CS2, and tetrabromobenzoquinone in a 2:2:1 molar ratio affords 2,6-di-(1-acetyl-2-oxopropylidene)-bidithiolo-(4,5-b:4'5'-e)-4,8-benzoquinone (3) which was allowed to react with some active methylene reagents in a 1:2 molar ratio to give the dispiro derivatives 5-11. The reaction is assumed to proceed via a hydrolysis of the two acetyl groups in compound 3 followed by a nucleophilic addition of the active methylene reagents at the two ethylenic bonds and subsequent cyclization.

  DOI：

  10.1007/bf00807437