4-(2,6-dimethyl-pyran-4-ylidene)-3-phenyl-4H-isoxazol-5-one | 101274-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 4-(2,6-dimethyl-pyran-4-ylidene)-3-phenyl-4H-isoxazol-5-one
• 英文别名: 4-<2,6-Dimethyl-4H-pyran-4-yliden>-3-phenyl-Δ²-isoxazolin-5-on；4-(2,6-Dimethylpyran-4-ylidene)-3-phenyl-1,2-oxazol-5-one；4-(2,6-dimethylpyran-4-ylidene)-3-phenyl-1,2-oxazol-5-one
• CAS: 101274-21-9
• 化学式: C₁₆H₁₃NO₃
• 分子量: 267.284
• InChiKey: GTGAPAQKMGPCGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3,3-Tris-dimethylamino-propen-(1) 、 4-(2,6-dimethyl-pyran-4-ylidene)-3-phenyl-4H-isoxazol-5-one 以 苯 为溶剂， 反应 0.75h， 以34%的产率得到4-{2,6-bis[(1E,3E)-4-dimethylaminobuta-1,3-dienyl]-4H-pyran-4-ylidene}-3-phenylisoxazol-5(4H)-one
  参考文献：
  名称：

  包含具有不同结构的杂环部分的交叉共轭多烯的合成和构象

  摘要：

  合成了含有中心4-亚烷基取代的吡喃或N-甲基二氢吡啶环的新型非线性交叉共轭多烯。这些化合物中发色团的相互作用是通过与杂环连接的亚烷基发生的。

  DOI：

  10.1016/j.mencom.2014.11.024
• 作为产物：
  描述：

  2,6-二甲基-4-吡喃酮 、 3-苯基-5-异噁唑酮 在 乙酸酐 作用下， 以67%的产率得到4-(2,6-dimethyl-pyran-4-ylidene)-3-phenyl-4H-isoxazol-5-one
  参考文献：
  名称：

  Synthesis and nonlinear optical properties of linear and Λ-shaped pyranone-based chromophores

  摘要：

  New, pyranone-based chromophores were synthesized and their (nonlinear) optical properties were measured. The chromophores were prepared by first condensing an electron withdrawing group with pyranone, followed by reaction with an aldehyde-functionalized pi-conjugated bridged donor molecule. This approach enables one to easily incorporate the pyranone moiety and to prepare both linear and A-shaped chromophores. The (nonlinear) optical properties were measured using femtosecond hyper-Rayleigh scattering. These measurements demonstrated the advantages of this approach. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.02.009

文献信息

• New one- and two-dimensional 4H-pyranylidene NLO-phores
  作者：Raquel Andreu、Laura Carrasquer、Javier Garín、María Jesús Modrego、Jesús Orduna、Raquel Alicante、Belén Villacampa、Magali Allain

  DOI：10.1016/j.tetlet.2009.03.197

  日期：2009.6

  Dipolar, V-shaped compounds derived from 4H-pyranylidene-linked acceptors have been synthesized, and their linear and nonlinear optical properties (displaying mu beta values up to 3000 x 10(-48) esu) have been compared to those of analogous one-dimensional derivatives. The pyranylidene ring behaves strictly as a spacer, and not as a donor group. (C) 2009 Elsevier Ltd. All rights reserved.