3,4:3',4'-bis(3,6,9-trioxaundecane-1,11-dioxy)benzil | 149271-02-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4:3',4'-bis(3,6,9-trioxaundecane-1,11-dioxy)benzil
• 英文别名: 1,2-Bis(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethane-1,2-dione
• CAS: 149271-02-3
• 化学式: C₃₀H₃₈O₁₂
• 分子量: 590.625
• InChiKey: QXIINXYLGJDPFF-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  770.1±60.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  42
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3,4:3',4'-bis(3,6,9-trioxaundecane-1,11-dioxy)benzil 在 zinc(II) chloride 、 锌 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到3,4:3',4'-bis[3,4-(3,6,9-trioxaundecane-1,11-dioxy)]benzoin
  参考文献：
  名称：

  Establishment of an Efficient Synthetic Route to 3,4:3’,4’-Bis(3,6,9-trioxaundecane-1,11-dioxy)benzil

  摘要：

  3,4:3',4'-Bis(3,6,9-trioxaundecane- 1, 11 -dioxy)benzil (1) [bis(crown ether)benzil] was prepared by three different routes in which the third route C, including the method of Sonogashira-coupling, was the most efficient method with the overall yield of 50%. Further, the method of synthesizing the novel compound 3,4:3',4'-bis[3,4-(3,6,9-trioxaundecane- 1, 11 -dioxy)]benzoin (6) [bis(crown ether)benzoin], which has not yet been prepared appropriately, was also provided.

  DOI：

  10.3987/com-06-10831
• 作为产物：
  描述：

  苯并-15-冠醚-5 在 硫酸 、 氢溴酸 、 溶剂黄146 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 7.5h， 生成 3,4:3',4'-bis(3,6,9-trioxaundecane-1,11-dioxy)benzil
  参考文献：
  名称：

  Facile Synthesis of Bis(crown ether)benzils: Prospective Building Blocks for Metal Ion Sensors

  摘要：

  A new facile synthetic route to benzils containing fragments of 12-crown-4, 15-crown-5, and 18-crown-6 by oxidation of corresponding stilbenes was developed. The first representative of a new family of fluorescent sensors was obtained by reaction of bis(15-crown-5)benzil with o-phenylenediamine. The latter exhibits great fluorescence enhancement upon association with K+ and Rb+ compared to Na+ and Cs+.

  DOI：

  10.1080/00397911.2014.976347