3,7-diphenyl-pyrano[4,3-c]pyran-1,5-dione | 18596-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 3,7-diphenyl-pyrano[4,3-c]pyran-1,5-dione
• 英文别名: 3,7-Diphenyl-pyrano[4,3-c]pyran-1,5-dion；3,7-Diphenylpyrano[4,3-c]pyran-1,5-dione；3,7-diphenylpyrano[4,3-c]pyran-1,5-dione
• CAS: 18596-07-1
• 化学式: C₂₀H₁₂O₄
• 分子量: 316.313
• InChiKey: WUBQBGOTTZOMTK-UHFFFAOYSA-N

物化性质

• 沸点：
  586.0±50.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,7-diphenyl-pyrano[4,3-c]pyran-1,5-dione 在 三氯化铝 作用下， 以 二氯甲烷 、 氯苯 为溶剂， 反应 49.67h， 生成 5,6,14,15-tetrahydrodiisoquinolino[2,1-b:2',1'-g][2,6]naphthyridine-8,17-dione
  参考文献：
  名称：

  Preparation and Spectral Properties of the Nitrogen Analogs of (E )-5,5'-Diaryl- 3,3'-bifuranylidene-2,2'-diones and Their Derivatives

  摘要：

  （E）-5,5-二二甲苯基二羧酸酐和（E）-5,5-二印 oddly)-二甲苯基-3, 3-双烯基-2,2-二酸酐的同系物，它们的亲本骨架中芳香环之间存在有过转。这些同系物的芳香环之间具有较小的共轭效应。另外制备了平面共轭芳香环的另一类含有异构性的苯环双原子环状物。并分别比较了它们的紫外-可见（UV-VIS）和核磁共振（NMR）光谱数据。结论表明，具有双烷基苯环亲本骨架的共轭作用将使得双键的波长红移24 nm。平面共轭芳香环的立体压缩效应导致 Schiff碱N-1H之间类似0.6 ppm的脱质，而碳-13（C-13）NMR信号***类似5 ppm的平衡。

  DOI：

  10.3987/com-99-8741
• 作为产物：
  描述：

  di-γ lactone of enolized diphenacylmaleic acid 在 盐酸 作用下， 生成 3,7-diphenyl-pyrano[4,3-c]pyran-1,5-dione
  参考文献：
  名称：

  Kugel, Justus Liebigs Annalen der Chemie, 1898, vol. 299, p. 63,64

  摘要：

  DOI：

文献信息

• Bowden, Keith; Etemadi, Razieh; Ranson, Richard J., Journal of the Chemical Society. Perkin transactions II, 1991, # 5, p. 743 - 746
  作者：Bowden, Keith、Etemadi, Razieh、Ranson, Richard J.

  DOI：——

  日期：——
• REARRANGEMENT OF SUBSTITUTED (E)-5,5?-DIPHENYLBIFURANYLIDENEDIONES TO 3,7-DIPHENYLPYRANO[4,3-c]PYRAN-1,5-DIONES
  作者：Keith Bowden、Richard J. Ranson

  DOI：10.1002/(sici)1099-1395(199704)10:4<191::aid-poc888>3.0.co;2-5

  日期：1997.4

  The rate coefficients for the rearrangement of substituted (E)-5,5'-diphenylbifuranylidenediones to form the corresponding 3,7-diphenylpyrano[4,3-c]pyran-1,5-diones in ethane-1,2-diol at 30.0 degrees C, catalysed by sodium acetate, were determined, For the unsubstituted dione, the rate coefficients for there arrangement in various alcohols at 30.0 degrees C, and for three at 59.8 degrees C, were measured, The reactions were first order in both substrate and acetate anion, Rate coefficients were also measured for the catalysis of the rearrangement of the unsubstituted dione in ethanol and ethane-1,2-diol at 30.0 degrees C by a series of sodium meta/para-substituted benzoates, Bronsted-type correlations for the latter give alpha approximate to 1.2. Substrate substitutent effects on the rates of rearrangement of the diones were not marked, A good correlation was found between the rates of rearrangement of the unsubstituted dione and the solvent effect parameter E-T(30). This and other evidence indicated a probable mechanism involving a rapid pre-equilibrium between the substrate diones and the carboxylate anion, followed by the formation of an s-trans-enolate anion, The latter rotates to the s-cis isomer, which then intramolecularly attacks the second lactone ring, The process is then repeated with the product dione resulting from loss of the carboxylate anion. (C) 1997 by John Wiley & Sons, Ltd.
• Bogert; Ritter, Journal of the American Chemical Society, 1924, vol. 46, p. 2876
  作者：Bogert、Ritter

  DOI：——

  日期：——
• Chovin, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1939, vol. 209, p. 169
  作者：Chovin

  DOI：——

  日期：——
• Preparation and Properties of Dehydrotrichotomine-type Dyes: A New Near-Infrared Absorbing Indigoid
  作者：Hajime Irikawa、Hiroyuki Hashimoto、Kimiaki Shiratori、Keitaro Kawakita、Tomoaki Tanaka、Rika Sekine

  DOI：10.3987/com-05-10395

  日期：——