7a,14c-Dihydronaphtho<2,1-b>naphtho<1',2':4,5>furo<3,2-d>furan | 124483-08-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并呋喃类
• 英文名称: 7a,14c-Dihydronaphtho<2,1-b>naphtho<1',2':4,5>furo<3,2-d>furan
• 英文别名: cis-7a,14c-dihydrobenzobenzo<4,5>benzofuro<2,3-b>benzofuran；(7ar,14cc)-7a,14c-dihydronaphtho<2,1-b>naphtho<1',2':4,5>furo<3,2-d>furan；7a,14c-dihydronaphtho[2,1-b]naphtho[1',2':4,5]furo[3,2-d]furan
• CAS: 124483-08-5
• 化学式: C₂₂H₁₄O₂
• 分子量: 310.352
• InChiKey: XRSACJIROAFPST-SZPZYZBQSA-N

物化性质

• 沸点：
  494.0±45.0 °C(Predicted)
• 密度：
  1.332±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  24.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7a,14c-Dihydronaphtho<2,1-b>naphtho<1',2':4,5>furo<3,2-d>furan 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 5.0h， 生成 7a,14c-dibromonaphtho[2,1-b]naphtho[1',2':4,5]furo[3,2-d]furan
  参考文献：
  名称：

  Preparation and Structural Properties of 7,8-Dioxa[6]helicenes and 7a,14c-Dihydro-7,8-dioxa[6]helicenes

  摘要：

  The potentially chiral 7,8-dioxa[6]helicenes 1-1c have been prepared by oxidation of their precursors the 7a,14c-dihydro-7,8-dioxa[6]helicenes 3. The crystal structure determination of 3b cis-7a,14c-dihydro-3,12-dibromo-7,8-dioxa[6]helicenes unambiguously confirms the cis configuration of the 7a,14c hydrogens in compounds 3 as previously implied from NMR measurements and also shows that; 3b crystallizes in a chiral conformation in the solid state. Selective deuteration of the sterically crowded 1,14 positions of 7,8-dioxal[6]helicene 1 influenced the crystal structure. The deuterium labeled compound D-2-1 exhibits a disordered structure, whereas 1 had been found to crystallize in a complex structure which can be described as an analogous partly ordered modulated superstructure. When dehydrogenation of compound 3 to obtain compound 1 was attempted, harsh synthetic conditions gave the unexpected halogenated compounds 5-chloro-7,8-dioxa[6]helicene 1c and cis-7a,14c-dibromo-7,8-dioxa[6]helicene 3c. Compounds 1d and 3b were identified by solving their crystal structure.

  DOI：

  10.1021/jo001312n
• 作为产物：
  描述：

  2-羟基-1-萘甲醛 在 titanium(III) chloride 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以11%的产率得到7a,14c-Dihydronaphtho<2,1-b>naphtho<1',2':4,5>furo<3,2-d>furan
  参考文献：
  名称：

  Reduction of o-hydroxybenzaldehydes by aqueous titanium trichloride. A new route to 2-(benzofuran-2-yl)phenols

  摘要：

  DOI：

  10.1021/jo00291a026

文献信息

• Fan, Xiaobo; Yamaye, Makoto; Kosugi, Yoshio, Journal of the Chemical Society. Perkin transactions II, 1994, # 9, p. 2001 - 2006
  作者：Fan, Xiaobo、Yamaye, Makoto、Kosugi, Yoshio、Okazaki, Hiroshi、Mizobe, Hoyou、et al.

  DOI：——

  日期：——