3-phenyl-4-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,2-isoxazol-5-one | 2913-21-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 3-phenyl-4-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,2-isoxazol-5-one
• 英文别名: 3-phenyl-4-(3,5,5-trimethyl-2-hexene-1-ylidene)-2-isoxazol-5-one；4-(3,5,5-trimethyl-2-cyclohexen-1-ylidene)-3-phenyl-5-isoxazolone；3-Phenyl-4-(3,5,5-trimethyl-2-cyclohexen-1-yliden)-2-isoxazolin-5-on；3-phenyl-4-(3,5,5-trimethyl-cyclohex-2-enylidene)-4H-isoxazol-5-one；3-Phenyl-4-(3,5,5-trimethyl-cyclohex-2-enyliden)-4H-isoxazol-5-on；3-phenyl-4-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,2-oxazol-5-one
• CAS: 2913-21-5
• 化学式: C₁₈H₁₉NO₂
• 分子量: 281.354
• InChiKey: HMBFOODXAVXJFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: methanol (67-56-1))
• 沸点：
  384.6±25.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-phenyl-4-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,2-isoxazol-5-one 、 3-ethyl-2-(2-acetanilidovinyl)benzothiazolium iodide 在 吡啶 、 三乙胺 作用下， 生成 4-{3-[3-(3-ethyl-3H-benzothiazol-2-ylidene)-propenyl]-5,5-dimethyl-cyclohex-2-enylidene}-3-phenyl-4H-isoxazol-5-one
  参考文献：
  名称：

  Merocyanine dyes and intermediates

  摘要：

  公开号：

  US02856404A1
• 作为产物：
  描述：

  异佛尔酮 、 3-苯基-5-异噁唑酮 在 乙酸铵 、 溶剂黄146 作用下， 生成 3-phenyl-4-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,2-isoxazol-5-one
  参考文献：
  名称：

  New nonlinear optical chromophores exhibiting good transparency and large nonlinearity: synthesis and characterization of chromophores with stilbene and ring-locked triene as a combined conjugation bridge

  摘要：

  合成了两种新的色谱剂，它们采用了联苯和环锁三烯的组合作为共轭桥，发现与仅含联苯、仅含三烯和偶氮苯的类似物相比，这两种新色谱剂显示出蓝移的吸收和较大的光学非线性。这两种具有组合共轭桥的新色谱剂在非线性与透明度的权衡方面提供了更好的优化。

  DOI：

  10.1039/b108494a

文献信息

• The design of second-order nonlinear optical chromophores exhibiting blue-shifted absorption and large nonlinearities: the role of the combined conjugation bridge
  作者：Jingdong Luo、Jianli Hua、Jingui Qin、Jiqi Cheng、Yaochun Shen、Zuhong Lu、Peng Wang、Cheng Ye

  DOI：10.1039/b007653h

  日期：——

  Two new extended chromophoric systems, in which a 4-aminoazobenzene moiety is linked to a cyclo-bridged hexatriene electron withdrawing group, have been synthesized, and show large optical nonlinearities and unexpected blue-shifted absorption in comparison with shorter chain analogues.

  合成了两个新的扩展染料系统，其中一个4-氨基偶氮苯基团与一个环桥式六烯电子吸引基团相连接，显示出较大的光学非线性及与短链类似物相比意外的蓝移吸收。
• Color and Constitution. XIII.¹ Merocyanines as Solvent Property Indicators²
  作者：Leslie G. S. Brooker、Arnold C. Craig、Donald W. Heseltine、Philip W. Jenkins、Lewis L. Lincoln

  DOI：10.1021/ja01089a025

  日期：1965.6
• Iminium Salts of ω-Dithiafulvenylpolyenals: An Easy Entry to the Corresponding Aldehydes and Doubly Proaromatic Nonlinear Optic-phores
  作者：Silvia Alías、Raquel Andreu、María Jesús Blesa、Miguel Angel Cerdán、Santiago Franco、Javier Garín、Carolina López、Jesús Orduna、Jorge Sanz、Raquel Alicante、Belén Villacampa、Magali Allain

  DOI：10.1021/jo800801q

  日期：2008.8.1

  A short, high-yielding route to omega-dithiafulvenylpolyenals (1) via the corresponding iminium salts (2) and starting from trimethyl-1,3-dithiolium tetrafluoroborate is reported. The Knoevenagel reactions of either I or 2 with isoxazolone-containing acceptors afford merocyanines 7 and 9, in a process that is often accompanied by a vinylene-shortening side reaction. Experimental and theoretical studies reveal that compounds 7 and 9, featuring two proaromatic end groups, are strongly polarized and show good second-order nonlinear optical responses.