1,4-dihydro-1,4-dioxonaphtho[b-2,3]-1,4-dithiacycloheptene | 130891-38-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,4-dihydro-1,4-dioxonaphtho[b-2,3]-1,4-dithiacycloheptene
• 英文别名: 3,4-dihydro-2H-benzo[h][1,5]benzodithiepine-6,11-dione
• CAS: 130891-38-2
• 化学式: C₁₃H₁₀O₂S₂
• 分子量: 262.353
• InChiKey: DWXCAERWQCGWLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  84.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,3-丙二硫醇 、 2,3-二溴-1,4-萘醌 在 三乙胺 作用下， 生成 1,4-dihydro-1,4-dioxonaphtho[b-2,3]-1,4-dithiacycloheptene
  参考文献：
  名称：

  Novel epoxide formation in the reaction of 2-bromo-3-methyl-1,4-naphthoquinone with 1,3-propanedithiol

  摘要：

  A novel epoxide 2 was formed as the major product in the reaction of 2-bromo-3-methyl-1,4-naphthoquinone with 1,3-propanedithiol in the presence of triethylamine in 92% yield. Molecular oxygen is suggested to be the source of the added oxygen in 2, an oxidation product of its precursor 3. A strong base such as triethylamine is required to abstract the methyl hydrogen of 1,4-naphthoquinones, leading to the formation of 3 as well as 2. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.098

文献信息

• Novel epoxide formation in the reaction of 2-bromo-3-methyl-1,4-naphthoquinone with 1,3-propanedithiol
  作者：Tom M. Lam、Chain Lee、Katherine Katardjieff、Tetsuo Otsuki

  DOI：10.1016/j.bmcl.2010.10.098

  日期：2010.12

  A novel epoxide 2 was formed as the major product in the reaction of 2-bromo-3-methyl-1,4-naphthoquinone with 1,3-propanedithiol in the presence of triethylamine in 92% yield. Molecular oxygen is suggested to be the source of the added oxygen in 2, an oxidation product of its precursor 3. A strong base such as triethylamine is required to abstract the methyl hydrogen of 1,4-naphthoquinones, leading to the formation of 3 as well as 2. (C) 2010 Elsevier Ltd. All rights reserved.