6-(2-carboxyvinyl)cyclohepta-1,3,5-triene-1-carboxylic acid | 163705-16-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-(2-carboxyvinyl)cyclohepta-1,3,5-triene-1-carboxylic acid
• 英文别名: 6-[(E)-2-carboxyethenyl]cyclohepta-1,3,5-triene-1-carboxylic acid
• CAS: 163705-16-6
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: XWNLBEYHWFEAPV-AATRIKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-(2-carboxyvinyl)cyclohepta-1,3,5-triene-1-carboxylic acid 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 反应 1.0h， 生成 6-((E)-2-Chlorocarbonyl-vinyl)-cyclohepta-1,3,5-trienecarbonyl chloride
  参考文献：
  名称：

  Synthesis and properties of a new methano-bridged tetradehydro[22]annulenedione

  摘要：

  The title annulenedione 8 was synthesized starting from 1-acetyl-6-(3-okobut-1-enyl)cyclohepta-1,3,5-triene 25 by aldol condensation with (Z)-3-methylpent-2-en-4-ynal 26 to afford the dione 27 and then by another aldol condensation of the dione 27 with the aldehyde 26, followed by intramolecular oxidative coupling of the resulting acyclic diacetylene 28, Examination of the H-1 NMR spectra indicated that compound 8 is paratropic in acidic media.

  DOI：

  10.1039/p19940001579
• 作为产物：
  描述：

  1-formyl-6-(2-formylvinyl)cyclohepta-1,3,5-triene 在 jones reagent 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以60%的产率得到6-(2-carboxyvinyl)cyclohepta-1,3,5-triene-1-carboxylic acid
  参考文献：
  名称：

  Synthesis and properties of a new methano-bridged tetradehydro[22]annulenedione

  摘要：

  The title annulenedione 8 was synthesized starting from 1-acetyl-6-(3-okobut-1-enyl)cyclohepta-1,3,5-triene 25 by aldol condensation with (Z)-3-methylpent-2-en-4-ynal 26 to afford the dione 27 and then by another aldol condensation of the dione 27 with the aldehyde 26, followed by intramolecular oxidative coupling of the resulting acyclic diacetylene 28, Examination of the H-1 NMR spectra indicated that compound 8 is paratropic in acidic media.

  DOI：

  10.1039/p19940001579

文献信息

• Synthesis and properties of a new methano-bridged tetradehydro[22]annulenedione
  作者：Hiroyuki Higuchi、Kaori Asano、Naoki Hiraiwa、Shiro Kondo、J?ro Ojima、Gaku Yamamoto

  DOI：10.1039/p19940001579

  日期：——

  The title annulenedione 8 was synthesized starting from 1-acetyl-6-(3-okobut-1-enyl)cyclohepta-1,3,5-triene 25 by aldol condensation with (Z)-3-methylpent-2-en-4-ynal 26 to afford the dione 27 and then by another aldol condensation of the dione 27 with the aldehyde 26, followed by intramolecular oxidative coupling of the resulting acyclic diacetylene 28, Examination of the H-1 NMR spectra indicated that compound 8 is paratropic in acidic media.