3-heptanoyl-1,2-naphthoquinone | 877134-29-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-heptanoyl-1,2-naphthoquinone
• 英文别名: 3-Heptanoylnaphthalene-1,2-dione；3-heptanoylnaphthalene-1,2-dione
• CAS: 877134-29-7
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: VPAJFWBEEQVSOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  103-108 °C (decomp)(Solv: benzene (71-43-2); hexane (110-54-3))
• 沸点：
  440.7±45.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-heptanoyl-1,2-naphthoquinone 在 盐酸 、 ammonium cerium(IV) nitrate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 1.0h， 生成 ethyl 3-hexyl-4,5-dioxo-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylate
  参考文献：
  名称：

  Concise Route to 4,5-Dioxo-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylates

  摘要：

  Reactions of 3-acyl-1,2-naphthoquinones with ethyl mercaptoacetate followed by protection of the resulting hydroxyl groups and thiophene ring formation using I-trimethylsilylimidazole, deprotection with hydrochloric acid, and oxidation with cerium(IV) ammonium nitrate (CAN) gave, in one-pot, the title thienonaphthoquinone derivatives in moderate to good yields.

  DOI：

  10.3987/com-05-10545
• 作为产物：
  描述：

  庚醛 、 1,2-萘醌 在 silver(l) oxide 作用下， 生成 3-heptanoyl-1,2-naphthoquinone
  参考文献：
  名称：

  Concise Route to 4,5-Dioxo-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylates

  摘要：

  Reactions of 3-acyl-1,2-naphthoquinones with ethyl mercaptoacetate followed by protection of the resulting hydroxyl groups and thiophene ring formation using I-trimethylsilylimidazole, deprotection with hydrochloric acid, and oxidation with cerium(IV) ammonium nitrate (CAN) gave, in one-pot, the title thienonaphthoquinone derivatives in moderate to good yields.

  DOI：

  10.3987/com-05-10545

文献信息

• Concise Route to 4,5-Dioxo-4,5-dihydronaphtho[1,2-b]thiophene-2-carboxylates
  作者：Kazuhiro Kobayashi、Satoshi Yamane、Kazuna Miyamoto、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.3987/com-05-10545

  日期：——

  Reactions of 3-acyl-1,2-naphthoquinones with ethyl mercaptoacetate followed by protection of the resulting hydroxyl groups and thiophene ring formation using I-trimethylsilylimidazole, deprotection with hydrochloric acid, and oxidation with cerium(IV) ammonium nitrate (CAN) gave, in one-pot, the title thienonaphthoquinone derivatives in moderate to good yields.