2-Methoxy-3-(2,4,6-trimethylphenyl)cyclopropenone | 119111-59-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methoxy-3-(2,4,6-trimethylphenyl)cyclopropenone
• 英文别名: mesitylmethoxycyclopropenone；2-Methoxy-3-(2,4,6-trimethylphenyl)cycloprop-2-en-1-one
• CAS: 119111-59-0
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: DOUHJGNZMJHAAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methoxy-3-(2,4,6-trimethylphenyl)cyclopropenone 以 二氯甲烷 为溶剂， 反应 28.0h， 以65%的产率得到1-Methoxy-2-(2,4,6-trimethylphenyl)acetylene
  参考文献：
  名称：

  Convenient and General Synthesis of 2-Alkoxy-3-arylcyclopropenones

  摘要：

  DOI：

  10.1021/jo00094a055
• 作为产物：
  描述：

  均三甲苯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 1.17h， 生成 2-Methoxy-3-(2,4,6-trimethylphenyl)cyclopropenone
  参考文献：
  名称：

  Convenient and General Synthesis of 2-Alkoxy-3-arylcyclopropenones

  摘要：

  DOI：

  10.1021/jo00094a055

文献信息

• Flash Photolytic Generation and Study of Ynolate Ions and the Corresponding Ketenes in Aqueous Solution
  作者：Y. Chiang、A. J. Kresge、V. V. Popik

  DOI：10.1021/ja00141a007

  日期：1995.9

  Flash photolysis of a series of arylhydroxycyclopropenones (aryl = phenyl, mesityl, 4-methoxyphenyl, 2,4,6-trimethoxyphenyl, and 1-naphthyl) in aqueous solution was found to give arylacetic acids as final products through two successively formed, short-lived reaction intermediates. Rate profiles, the form of acid-base catalysis, and solvent isotope effects identified the first of these intermediates as arylynolate ions, ArC=CO-, and the second as arylketenes, ArCH=C=O; the identity of the ketenes was also confirmed by independent generation through photo-Wolff reaction of corresponding aryl diazo compounds. The kinetic behavior of the arylynolate ions shows that the corresponding arylynols, ArC=COH, are remarkably strong acids, with pK(a) < 3.
• Convenient and General Synthesis of 2-Alkoxy-3-arylcyclopropenones
  作者：Charles H. Weidner、Donald H. Wadsworth、Christopher S. Knop、Adedolapo I. Oyefesso、Barry L. Hafer、Richard J. Hartman、Randy C. Mehlenbacher、Sharon C. Hogan

  DOI：10.1021/jo00094a055

  日期：1994.7