8,9,10-Trimethoxy-2-methylbenzo[c]chromen-6-one | 129194-50-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 8,9,10-Trimethoxy-2-methylbenzo[c]chromen-6-one
• CAS: 129194-50-9
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: XEHXXDDYPOBRLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对甲酚 、 2-溴-3,4,5-三甲氧基苯甲酸 以30%的产率得到8,9,10-Trimethoxy-2-methylbenzo[c]chromen-6-one
  参考文献：
  名称：

  Polar effects in the decomposition of bis(3-alkoxyaroyl) peroxides. Synthesis of 8-alkoxy-6H-dibenzo[b,d]pyran-6-ones

  摘要：

  The reaction of four substituted bis(3-alkoxybenzoyl) peroxides (1b-e) in neat phenols (2a-e) affords mainly 8-alkoxy-6H-dibenzo[b,d]pyran-6-ones (7) and ortho-benzoyloxylation products (4) of the phenol. Diaroyl peroxides without electron-releasing meta substituents afford essentially products 4. A mechanism involving monoelectronic oxidation of the phenol by the peroxide and biaryl coupling by preferential addition of the phenol radical cation to the ortho positions to the alkoxy group of the diaroyl peroxide is suggested.

  DOI：

  10.1021/jo00313a018

文献信息

• AURICCHIO, SERGIO;CITTERIO, ATTILIO;SEBASTIANO, ROBERTO, J. ORG. CHEM., 55,(1990) N6, C. 6312-6316
  作者：AURICCHIO, SERGIO、CITTERIO, ATTILIO、SEBASTIANO, ROBERTO

  DOI：——

  日期：——
• Polar effects in the decomposition of bis(3-alkoxyaroyl) peroxides. Synthesis of 8-alkoxy-6H-dibenzo[b,d]pyran-6-ones
  作者：Sergio Auricchio、Attilio Citterio、Roberto Sebastiano

  DOI：10.1021/jo00313a018

  日期：1990.12

  The reaction of four substituted bis(3-alkoxybenzoyl) peroxides (1b-e) in neat phenols (2a-e) affords mainly 8-alkoxy-6H-dibenzo[b,d]pyran-6-ones (7) and ortho-benzoyloxylation products (4) of the phenol. Diaroyl peroxides without electron-releasing meta substituents afford essentially products 4. A mechanism involving monoelectronic oxidation of the phenol by the peroxide and biaryl coupling by preferential addition of the phenol radical cation to the ortho positions to the alkoxy group of the diaroyl peroxide is suggested.