2-[2-(2-乙烯基苯基)乙烯基]-1-苯并呋喃 | 389082-84-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2-[2-(2-乙烯基苯基)乙烯基]-1-苯并呋喃
• 英文名称: 2-[(E)-2-(2-Vinyl-phenyl)-vinyl]-benzofuran
• 英文别名: 2-[2-(2-Ethenylphenyl)ethenyl]-1-benzofuran；2-[2-(2-ethenylphenyl)ethenyl]-1-benzofuran
• CAS: 389082-84-2
• 化学式: C₁₈H₁₄O
• 分子量: 246.309
• InChiKey: KKFCAMOXAHOCKE-UHFFFAOYSA-N

物化性质

• 沸点：
  391.4±27.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-[2-(2-乙烯基苯基)乙烯基]-1-苯并呋喃 以 Petroleum ether 为溶剂， 反应 30.0h， 以65%的产率得到11,12-dihydro-6,11-methano-6H-benzo[4,5]cyclohepta[1,2-b]benzo[d]furan
  参考文献：
  名称：

  Synthesis and Photochemistry of Styryl Substituted Annelated Furan Derivatives

  摘要：

  New beta-substituted benzo- and naphthofuryl derivatives (5, 6 and 7) of o-divinylbenzene, were synthesized and irradiated in order to form annelated bicyclo[3.2.1]octadienes. While 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (5) upon irradiation gives the bicyclo[3.2.1]octadiene derivative (12) in 65% yield, 2-[2-(2-vinylphenyl) ethenyl]naphtho[2,1-b]furan (6) and 2-[2-(2-vinylphenyl)ethenyl]naphtho[1,2-b]furan (7), undergo cis-trans-isomerization but not form intramolecular photocycloaddition products. The mechanism of the intramolecular [2+2] photocycloaddition is explained via intermediate (17) which was proved by the formation of products (18) and (19), by irradiation in methanol and deuteromethanol.

  DOI：

  10.3987/com-99-8502

文献信息

• Skoric, Irena; Marinic, Zeljko; Sindler-Kulyk, Marija, Croatica Chemica Acta, <hi>2004</hi>, vol. 77, # 1-2, p. 161 - 166
  作者：Skoric, Irena、Marinic, Zeljko、Sindler-Kulyk, Marija

  DOI：——

  日期：——
• Synthesis and Photochemistry of Styryl Substituted Annelated Furan Derivatives
  作者：Marija Sindler-Kulyk、Irena Skoric、Slavica Tomsic、Zeljko Marinic、Draginja Mrvos-Sermek

  DOI：10.3987/com-99-8502

  日期：——

  New beta-substituted benzo- and naphthofuryl derivatives (5, 6 and 7) of o-divinylbenzene, were synthesized and irradiated in order to form annelated bicyclo[3.2.1]octadienes. While 2-[2-(2-vinylphenyl)ethenyl]benzo[b]furan (5) upon irradiation gives the bicyclo[3.2.1]octadiene derivative (12) in 65% yield, 2-[2-(2-vinylphenyl) ethenyl]naphtho[2,1-b]furan (6) and 2-[2-(2-vinylphenyl)ethenyl]naphtho[1,2-b]furan (7), undergo cis-trans-isomerization but not form intramolecular photocycloaddition products. The mechanism of the intramolecular [2+2] photocycloaddition is explained via intermediate (17) which was proved by the formation of products (18) and (19), by irradiation in methanol and deuteromethanol.