methyl 4-(aceanthren-6-yl)-4-oxobutanoate | 156245-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: methyl 4-(aceanthren-6-yl)-4-oxobutanoate
• 英文别名: Methyl 4-(1,2-dihydroaceanthrylen-6-yl)-4-oxobutanoate
• CAS: 156245-77-1
• 化学式: C₂₁H₁₈O₃
• 分子量: 318.372
• InChiKey: SORJJKONGKPXCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(aceanthren-6-yl)-4-oxobutanoate 在 三氯化铝 、 sodium chloride 作用下， 反应 0.5h， 以34%的产率得到1,2,6,7-tetrahydrocycloheptaceanthrylene-5,8-dione
  参考文献：
  名称：

  A five fused ring non-benzenoid quinone containing a seven-membered ring: synthesis and properties of cyclohept[f,g]aceanthrylene-5,8-dione and 1,2-dihydrocyclohept[f,g]aceanthrylene-5,8-dione

  摘要：

  Cyclohept[f,g]aceanthrylene-5,8-dione 16 and 1,2-dihydrocyclohept[f,g]aceanthrytene-5,8-dione 15 have both been synthesized in four steps from aceanthrene 9 in 8 and 7% overall yield, respectively. On the basis of their reduction potentials, the compound 16 was shown to be an [18]annulenedione with a higher reduction potential than the isomeric cyclopenta[c,d]pleiadene-5,10-dione 2. An unsuccessful attempt to synthesize cyclohept[f,g]aceanthrylene 21 as well as the efficient synthesis of aceanthrene 9 from anthracene is also described.

  DOI：

  10.1039/p19940001215
• 作为产物：
  描述：

  1,2-二氢醋蒽烯 以 乙醚 、 二氯甲烷 为溶剂， 反应 36.0h， 生成 methyl 4-(aceanthren-6-yl)-4-oxobutanoate
  参考文献：
  名称：

  A five fused ring non-benzenoid quinone containing a seven-membered ring: synthesis and properties of cyclohept[f,g]aceanthrylene-5,8-dione and 1,2-dihydrocyclohept[f,g]aceanthrylene-5,8-dione

  摘要：

  Cyclohept[f,g]aceanthrylene-5,8-dione 16 and 1,2-dihydrocyclohept[f,g]aceanthrytene-5,8-dione 15 have both been synthesized in four steps from aceanthrene 9 in 8 and 7% overall yield, respectively. On the basis of their reduction potentials, the compound 16 was shown to be an [18]annulenedione with a higher reduction potential than the isomeric cyclopenta[c,d]pleiadene-5,10-dione 2. An unsuccessful attempt to synthesize cyclohept[f,g]aceanthrylene 21 as well as the efficient synthesis of aceanthrene 9 from anthracene is also described.

  DOI：

  10.1039/p19940001215

文献信息

• Morita Kiyokazu, Aida Takashi, Morinaga Kennichi, Tsunetsugu Josuke, J. Chem. Soc. Perkin Trans. 1, (1994) N 9, S 1215-1220
  作者：Morita Kiyokazu, Aida Takashi, Morinaga Kennichi, Tsunetsugu Josuke

  DOI：——

  日期：——
• A five fused ring non-benzenoid quinone containing a seven-membered ring: synthesis and properties of cyclohept[f,g]aceanthrylene-5,8-dione and 1,2-dihydrocyclohept[f,g]aceanthrylene-5,8-dione
  作者：Kiyokazu Morita、Takashi Aida、Kennichi Morinaga、Josuke Tsunetsugu

  DOI：10.1039/p19940001215

  日期：——

  Cyclohept[f,g]aceanthrylene-5,8-dione 16 and 1,2-dihydrocyclohept[f,g]aceanthrytene-5,8-dione 15 have both been synthesized in four steps from aceanthrene 9 in 8 and 7% overall yield, respectively. On the basis of their reduction potentials, the compound 16 was shown to be an [18]annulenedione with a higher reduction potential than the isomeric cyclopenta[c,d]pleiadene-5,10-dione 2. An unsuccessful attempt to synthesize cyclohept[f,g]aceanthrylene 21 as well as the efficient synthesis of aceanthrene 9 from anthracene is also described.