4-氧代-4H-吡喃-2,6-二甲醛 | 500716-72-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 4-氧代-4H-吡喃-2,6-二甲醛
• 英文名称: 2,6-diformyl-4H-pyran-4-one
• 英文别名: 4-oxo-4H-pyran-2,6-dicarboxaldehyde；4H-Pyran-2,6-dicarboxaldehyde, 4-oxo-；4-oxopyran-2,6-dicarbaldehyde
• CAS: 500716-72-3
• 化学式: C₇H₄O₄
• 分子量: 152.106
• InChiKey: OQACSHVXMPRZDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-氧代-4H-吡喃-2,6-二甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以65%的产率得到2,6-Bis(hydroxymethyl)-4H-pyran-4-one
  参考文献：
  名称：

  Ghandi, M.; Bayat, Y.; Teimuri-mofrad, R., Organic Preparations and Procedures International, 2002, vol. 34, # 5, p. 525 - 530

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 在 四氧化锇 、 sodium ethanolate 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 2.67h， 生成 4-氧代-4H-吡喃-2,6-二甲醛
  参考文献：
  名称：

  Ghandi, M.; Bayat, Y.; Teimuri-mofrad, R., Organic Preparations and Procedures International, 2002, vol. 34, # 5, p. 525 - 530

  摘要：

  DOI：

文献信息

• Non-linear optically active molecules, their synthesis, and use
  申请人：McGinniss D. Vincent

  公开号：US20080004415A1

  公开（公告）日：2008-01-03

  In one aspect, the present invention provides a hyperpolarizable organic chromophore. The chromophore is a nonlinear optically active compound that includes a π-donor conjugated to a π-acceptor through a π-electron conjugated bridge. In other aspects of the invention, donor structures and acceptor structures are provided. In another aspect of the invention, a chromophore-containing polymer is provided. In one embodiment, the chromophore is physically incorporated into the polymer to provide a composite. In another embodiment, the chromophore is covalently bonded to the polymer, either as a side chain polymer or through crosslinking into the polymer. In other aspects, the present invention also provides a method for making the chromophore, a method for making the chromophore-containing polymer, and methods for using the chromophore and chromophore-containing polymer.

  在一个方面，本发明提供了一种高极化有机色团。该色团是一种非线性光学活性化合物，包括一个π-给体通过一个π-电子共轭桥连接到一个π-受体上。在本发明的其他方面，提供了给体结构和受体结构。在发明的另一个方面，提供了含有色团的聚合物。在一种实施例中，色团被物理地并入聚合物中以提供复合材料。在另一种实施例中，色团通过侧链聚合物或交联到聚合物中与聚合物共价键合。在其他方面，本发明还提供了制备色团的方法、制备含有色团的聚合物的方法以及使用色团和含有色团的聚合物的方法。
• An efficient synthesis of carboxaldehyde derivatives of 4<i>H</i>-pyran-4-one
  作者：Reza Teimuri-mofrad、Fatemeh Abrishami

  DOI：10.1139/v07-034

  日期：2007.5.1

  We developed a general method for the synthesis of various 2-mono- and 2,6-di-carboxaldehyde substituted derivatives of 3,5-diphenyl-4H-pyran-4-one and 4H-pyran-4-one. 3,5-Diphenyl-6-methyl-4-oxo-4H-pyran-2-carboxaldehyde (4a), 6-methyl-4-oxo-4H-pyran-2-carboxaldehyde (4b), 3,5-diphenyl-4-oxo-4H-pyran-2,6-dicarboxaldehyde (5a), 4-oxo-4H-pyran-2,6-dicarboxaldehyde (5b), 3,5-diphenyl-6-hydroxymethyl-4-oxo-4H-pyran-2-carboxaldehyde (10a), and 6-hydroxymethyl-4-oxo-4H-pyran-2-carboxaldehyde (10b) were obtained from the corresponding di-, tri-, and tetra-bromo derivatives of 2,6-dimethyl-3,5-diphenyl-4H-pyran-4-one (1a) and 2,6-dimethyl-4H-pyran-4-one (1b) by treatment with silver acetate followed by hydrolysis. Compounds 4a and 4b were also obtained by the oxidation of 10a and 10b with barium manganate.Key words: 4H-pyran-4-one, hydroxymethyl and carboxaldehyde derivatives, acetoxylation, hydrolysis, oxidation.

  我们开发了一种合成 3,5-二苯基-4H-吡喃-4-酮和 4H-吡喃-4-酮的各种 2-单甲醛和 2,6-二甲醛取代衍生物的通用方法。3,5-Diphenyl-6-methyl-4-oxo-4H-pyran-2-carboxaldehyde (4a), 6-methyl-4-oxo-4H-pyran-2-carboxaldehyde (4b), 3,5-diphenyl-4-oxo-4H-pyran-2,6-二甲醛 (5a)、4-氧代-4H-吡喃-2,6-二甲醛 (5b)、3,5-二苯基-6-羟甲基-4-氧代-4H-吡喃-2-甲醛 (10a)、和 6-羟甲基-4-氧代-4H-吡喃-2-甲醛（10b）是由 2,6-二甲基-3,5-二苯基-4H-吡喃-4-酮（1a）和 2,6-二甲基-4H-吡喃-4-酮（1b）的相应二溴、三溴和四溴衍生物经乙酸银处理后水解得到的。化合物 4a 和 4b 也是通过 10a 和 10b 与锰酸钡的氧化反应得到的：4H-吡喃-4-酮、羟甲基和甲醛衍生物、乙酰氧基化、水解、氧化。
• Non-linear opticaly active molecules, their synthesis, and use
  申请人：McGinniss Vincent D.

  公开号：US20120059163A1

  公开（公告）日：2012-03-08

  In one aspect, the present invention provides a hyperpolarizable organic chromophore. The chromophore is a nonlinear optically active compound that includes a π-donor conjugated to a π-acceptor through a π-electron conjugated bridge. In other aspects of the invention, donor structures and acceptor structures are provided. In another aspect of the invention, a chromophore-containing polymer is provided. In one embodiment, the chromophore is physically incorporated into the polymer to provide a composite. In another embodiment, the chromophore is covalently bonded to the polymer, either as a side chain polymer or through crosslinking into the polymer. In other aspects, the present invention also provides a method for making the chromophore, a method for making the chromophore-containing polymer, and methods for using the chromophore and chromophore-containing polymer.