3-methyl-2H-benzo[g]chromene-5,10-dione | 18633-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3-methyl-2H-benzo[g]chromene-5,10-dione
• 英文别名: 3-methyl-2H-benzo[g]chromene-5,10-quinone；3-Methyl-2H-benzo[g]chromen-5,10-chinon
• CAS: 18633-72-2
• 化学式: C₁₄H₁₀O₃
• 分子量: 226.232
• InChiKey: SKIXTXITBPZXAD-UHFFFAOYSA-N

物化性质

• 沸点：
  406.1±45.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  3-methyl-2H-benzo[g]chromene-5,10-dione 在 sodium hydroxide 、 乙醇 、 铂 作用下， 生成 3-methyl-3,4-dihydro-2H-benzo[h]chromene-5,6-dione
  参考文献：
  名称：

  Conversion of Ortho into Para, and of Para into Ortho Quinone Derivatives. Part IV.¹ Synthesis of Furan Derivatives of α- and β-Naphthoquinones^2,3

  摘要：

  DOI：

  10.1021/ja01298a035
• 作为产物：
  描述：

  Lomatiol 在 sodium hydroxide 、 potassium permanganate 作用下， 生成 3-methyl-2H-benzo[g]chromene-5,10-dione
  参考文献：
  名称：

  Conversion of Ortho into Para, and of Para into Ortho Quinone Derivatives. Part IV.¹ Synthesis of Furan Derivatives of α- and β-Naphthoquinones^2,3

  摘要：

  DOI：

  10.1021/ja01298a035

文献信息

• Synthesis of fused chromene-1,4-naphthoquinones via ring-closing metathesis and Knoevenagel-electrocyclization under acid catalysis and microwave irradiation
  作者：David R. da Rocha、Kelly Mota、Illana M.C.B. da Silva、Vitor F. Ferreira、Sabrina B. Ferreira、Fernando de C. da Silva

  DOI：10.1016/j.tet.2013.11.068

  日期：2014.5

  Two complementary methodologies involving olefin ring-closing metathesis and Knoevenagel-electrocyclization were utilized for the synthesis of alpha-xyloidones and fused chromene-1,4-naphthoquinones 5f-n and 6. The latter methodology was performed under acid catalysis or microwave irradiation allowing the synthesis of alpha-xyloidones 5f-j in moderate to good yield, which could not be obtained via the Knoevenagel-electrocyclization method. On the other hand, the lawsone bis-alkylation (C and 0) then RCM olefin enabled the preparation of simple xyloidone 5m-n and the oxepin-1,4-naphthoquinones 6. (C) 2013 Elsevier Ltd. All rights reserved.
• Conversion of Ortho into Para, and of Para into Ortho Quinone Derivatives. Part IV.¹ Synthesis of Furan Derivatives of α- and β-Naphthoquinones^2,3
  作者：Samuel C. Hooker、Al Steyermark

  DOI：10.1021/ja01298a035

  日期：1936.7