5-(4'-methylphenyl)-2-methoxy-1,4-benzoquinone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4'-methylphenyl)-2-methoxy-1,4-benzoquinone
• 英文别名: 4-methoxy-4'-methyl-[1,1'-biphenyl]-2,5-dione；2-Methoxy-5-(4-methylphenyl)cyclohexa-2,5-diene-1,4-dione
• 化学式: C₁₄H₁₂O₃
• 分子量: 228.247
• InChiKey: AEQQBVFGTAAZHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• 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

• 作为产物：
  描述：

  甲氧苯醌 、 甲苯 在 palladium diacetate 作用下， 以 溶剂黄146 为溶剂， 反应 18.0h， 生成 5-(4'-methylphenyl)-2-methoxy-1,4-benzoquinone 、 5-(2'-methylphenyl)-2-methoxy-1,4-benzoquinone
  参考文献：
  名称：

  Palladium (II) Assisted Preparation of Methoxyarylbenzoquinones

  摘要：

  The reaction of 2-methoxy-1,4-benzoquinone with methoxyphenolic derivative compounds obtained from wood tar constituents, assisted by palladium (II) acetate in acetic acid, allowed the preparation of five novel methoxyaryl-substituted 1,4-benzoquinones, as well as four structural isomer mixtures.

  DOI：

  10.1080/00397910008087086

文献信息

• Practical C−H Functionalization of Quinones with Boronic Acids
  作者：Yuta Fujiwara、Victoriano Domingo、Ian B. Seiple、Ryan Gianatassio、Matthew Del Bel、Phil S. Baran

  DOI：10.1021/ja111152z

  日期：2011.3.16

  quinones with several boronic acids has been developed. This scalable reaction proceeds readily at room temperature in an open flask using inexpensive reagents: catalytic silver(I) nitrate in the presence of a persulfate co-oxidant. The scope with respect to quinones is broad, with a variety of alkyl- and arylboronic acids undergoing efficient cross-coupling. The mechanism is presumed to proceed through

  已经开发了多种硼酸对多种醌的直接官能化。这种可扩展的反应在室温下在开放烧瓶中使用廉价试剂很容易进行：在过硫酸盐助氧化剂存在下催化硝酸银（I）。醌的范围很广，各种烷基和芳基硼酸都可以进行有效的交叉偶联。推测该机制是通过亲核自由基加成到醌并原位再氧化所得二氢醌来进行的。该方法已应用于复杂的底物，包括类固醇衍生物和法呢基天然产物。
• Palladium (II) Assisted Preparation of Methoxyarylbenzoquinones
  作者：Rosilene Aparecida de Oliveira、Fernando Carazza、Marília Ottoni da Silva Pereira

  DOI：10.1080/00397910008087086

  日期：2000.12.1

  The reaction of 2-methoxy-1,4-benzoquinone with methoxyphenolic derivative compounds obtained from wood tar constituents, assisted by palladium (II) acetate in acetic acid, allowed the preparation of five novel methoxyaryl-substituted 1,4-benzoquinones, as well as four structural isomer mixtures.