5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde | 104562-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde
• 英文别名: 2-hydroxy-6,7,8,9-tetrahydrodibenzofuran-1-carbaldehyde
• CAS: 104562-69-8
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: PZQFGDRRPMVNRP-UHFFFAOYSA-N

物化性质

• 熔点：
  106 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  365.2±37.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  50.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde 在 溴 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 以68%的产率得到6-bromo-5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde
  参考文献：
  名称：

  Rybalkin; Shepelenko; Popova, Russian Journal of Organic Chemistry, 1996, vol. 32, # 1, p. 90 - 94

  摘要：

  DOI：
• 作为产物：
  描述：

  N-Phenyl-5-hydroxy-2,3-tetramethylenebenzofuran-4-carbaldehyde imine 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.25h， 以82%的产率得到5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde
  参考文献：
  名称：

  Rybalkin, V. P.; Bushkov, A. Ya.; Bren', V. A., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 503 - 506

  摘要：

  DOI：

文献信息

• Furo-fused 2<i>H</i>-chromenes: synthesis and photochromic properties
  作者：Jean-Luc Pozzo、André Samat、Robert Guglielmetti、Vladimir Lokshin、Vladimir Minkin

  DOI：10.1139/v96-182

  日期：1996.9.1

  New photochromic chromenes annulated with a furan ring have been synthesized. Thus, suitable heterocyclic phenols react with different propargylic alcohols in acidic medium to give the corresponding ethers, which cyclize into benzopyrans by thermal Claisen rearrangement. This synthetic approach was found to lead to a mixture of linear and angular chromenes that is strictly related to the nature of

  合成了具有呋喃环的新型光致变色色烯。因此，合适的杂环酚在酸性介质中与不同的炔丙醇反应得到相应的醚，醚通过热克莱森重排环化成苯并吡喃。发现这种合成方法导致线性和有角色烯的混合物，这与苯酚的性质密切相关。然而，区域特异性可以通过 β-苯基肉桂醛在回流的非质子非极性溶剂中与前一种酚的钛 (IV) 盐反应来获得。中间生成的 o-醌结构的电环化发生在朝向杂环结的 α 位置。所有化合物在室温下都表现出光致变色行为。鉴于光致形式的红移和加宽吸收光谱，呋喃稠合苯并吡喃对于萘并吡喃母体特别有趣。这一趋势得到了几个异质...的光谱数据的证实。
• Synthesis and Spectral-Luminescent Properties of Fluorescent Dyads Based on Tetraarylimidazole and Azomethines of Various Nature
  作者：A. I. Shienok、O. N. Krutius、I. R. Mardaleishvili、L. S. Kol’tsova、L. D. Popov、E. N. Shepelenko、N. L. Zaichenko

  DOI：10.1134/s1070363221100285

  日期：2021.10
• Benzoid-quinoid tautomerism of azomethines and their structural analogs: LIV. Dibenzo(benzo)-18-crown-6-containing Imines of 5-hydroxy-2,3-tetramethylene- and 5-Hydroxy-2,3-diphenylbenzo[b]furan-4-carbaldehydes
  作者：A. D. Dubonosov、A. V. Tsukanov、E. N. Shepelenko、Yu. V. Revinskii、V. A. Bren’、V. I. Minkin

  DOI：10.1134/s1070428009020079

  日期：2009.2

  Dibenzo(benzo)-18-crown-6-containing N-arylimines of 5-hydroxy-2,3-tetramethylene- and 5-hydroxy-2,3-diphenylbenzo[b]-furan-4-carbaldehydes were synthesized and their spectral luminescence properties were investigated. In solutions of 6-bromo- and 6-nitro-substituted compounds a tautomeric equilibrium exists between the benzoid and quinoid forms. In the course of complexing of crown-ether-imines of 5-hydroxy-6-nitro-2,3-diphenylbenzo[b]furan-4-carbaldehyde and 5-hydroxy-6-nitro-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde with cations of alkali and alkaline earth metals the content of the quinoid form was found to decrease. This phenomenon was accompanied by essential changes in the absorption and fluorescence spectra characteristic of chemosensor systems with an intramolecular charge transfer (ICT).
• Photo-and thermochromic spiranes. 25. New indolinospiropyrans containing a condensed furan fragment
  作者：B. S. Lukyanov、A. N. Utenyshev、E. N. Shepelenko、V. V. Tkachev、M. B. Lukyanova、A. V. Metelitsa、S. O. Bezuglyi、S. M. Aldoshin、V. I. Minkin

  DOI：10.1007/s10593-006-0170-7

  日期：2006.7
• Novel indolinospiropyrans containing a condensed furan moiety
  作者：B. S. Luk'yanov、E. N. Shepelenko、V. A. Bren'、A. O. Bulanov

  DOI：10.1007/bf02256926

  日期：2000.7