(Z)-4-[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)ethylidene]-3-phenyl-5-isoxazolone | 1043872-34-9

• 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: (Z)-4-[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)ethylidene]-3-phenyl-5-isoxazolone
• 英文别名: (4Z)-4-[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)ethylidene]-3-phenyl-1,2-oxazol-5-one
• CAS: 1043872-34-9
• 化学式: C₁₆H₁₃NO₂S₂
• 分子量: 315.417
• InChiKey: DYERAFHHVKNELJ-JYRVWZFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  89.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-dimethyl-2-(4,5-dimethyl-1,3-dithiol-2-ylidene)ethylideniminium tetrafluoroborate 、 3-苯基-5-异噁唑酮 在 哌啶乙酸盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以91%的产率得到(Z)-4-[2-(4,5-dimethyl-1,3-dithiol-2-ylidene)ethylidene]-3-phenyl-5-isoxazolone
  参考文献：
  名称：

  Iminium Salts of ω-Dithiafulvenylpolyenals: An Easy Entry to the Corresponding Aldehydes and Doubly Proaromatic Nonlinear Optic-phores

  摘要：

  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.

  DOI：

  10.1021/jo800801q