5-(2-benzo[b]thienyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene | 1451058-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 二苯并环庚烯
• 英文名称: 5-(2-benzo[b]thienyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene
• 英文别名: 2-(1-Benzothiophen-2-yl)tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ol；2-(1-benzothiophen-2-yl)tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ol
• CAS: 1451058-91-5
• 化学式: C₂₃H₁₆OS
• 分子量: 340.445
• InChiKey: MPJKICUWXKTDLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  48.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(2-benzo[b]thienyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene 在 氢碘酸 、 溶剂黄146 作用下， 反应 4.0h， 以86%的产率得到5-(2-benzo[b]thienyl)-5H-dibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Intramolecular [2π+2π]-Photocyclization and Conformational Preference of 5-(2-Benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene

  摘要：

  The photoirradiation of 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo-[a,d]cycloheptene (2) in acetonitrile afforded a cagelike tetracyclic compound (1) via intramolecular [2 pi+2 pi]-photocycloaddition. The molecular and crystal structures of 1 and 2 were characterized by a single-crystal X-ray diffraction study. The formation of the cycloadduct is discussed in relation to the preferable conformation of the central C-C bond in 2, which was revealed to be in restricted rotation on the basis of the temperature-dependent H-1 NMR spectra.

  DOI：

  10.3987/com-13-12718
• 作为产物：
  描述：

  10,11-二氢二苯并[a,b]环庚烯-5-酮 、 苯并噻吩 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 以83%的产率得到5-(2-benzo[b]thienyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Intramolecular [2π+2π]-Photocyclization and Conformational Preference of 5-(2-Benzo[b]thienyl)-5-ethoxy-5H-dibenzo[a,d]cycloheptene

  摘要：

  The photoirradiation of 5-(2-benzo[b]thienyl)-5-ethoxy-5H-dibenzo-[a,d]cycloheptene (2) in acetonitrile afforded a cagelike tetracyclic compound (1) via intramolecular [2 pi+2 pi]-photocycloaddition. The molecular and crystal structures of 1 and 2 were characterized by a single-crystal X-ray diffraction study. The formation of the cycloadduct is discussed in relation to the preferable conformation of the central C-C bond in 2, which was revealed to be in restricted rotation on the basis of the temperature-dependent H-1 NMR spectra.

  DOI：

  10.3987/com-13-12718