(E)-1-(4-bromophenyl)-2-(2,5-dimethoxyphenyl)ethene | 380428-42-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-(4-bromophenyl)-2-(2,5-dimethoxyphenyl)ethene
• 英文别名: (E)-1-(4-bromostyryl)-2,5-dimethoxybenzene；2-[(E)-2-(4-bromophenyl)ethenyl]-1,4-dimethoxybenzene
• CAS: 380428-42-2
• 化学式: C₁₆H₁₅BrO₂
• 分子量: 319.198
• InChiKey: LAJBRXBJBPIPIX-ZZXKWVIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-bromophenyl)-2-(2,5-dimethoxyphenyl)ethene 在 三溴化硼 作用下， 以 正己烷 为溶剂， 反应 16.0h， 以38%的产率得到(E)-2-[2-(4-bromophenyl)ethenyl]hydroquinone
  参考文献：
  名称：

  Formation and Reactivity of 2-Styryl-1,4-benzoquinones

  摘要：

  The 2-styryl-1,4-benzoquinones 7a,b, generated by the oxidation of the corresponding hydroquinones 6a,b, dimerize at room temperature in a Diels-Alder reaction. The strictly chemo, regio- and stereoselective process can be rationalized by means of frontier orbital interactions, The polycyclic adducts 8a,b undergo a further intramolecular cycloaddition (8a,b --> 10a,b) after oxidation on silica gel.

  DOI：

  10.1002/1099-0690(200109)2001:17<3307::aid-ejoc3307>3.0.co;2-t
• 作为产物：
  描述：

  4-溴苄基亚磷酸二乙酯 、 2,5-二甲氧基苯甲醛 在 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到(E)-1-(4-bromophenyl)-2-(2,5-dimethoxyphenyl)ethene
  参考文献：
  名称：

  Synthesis and photo-physical properties of methoxy-substituted π-conjugated-2,2′-bipyridines

  摘要：

  4,4'-Bis-vinly-2,2' bipyridines have been known in the area of materials chemistry since last few decades. Bipyridine molecules bearing donor substituents in their pi backbone are examples of 'push-pull' molecules. Emissive properties of such ligands depend on the position of the donor unit in their pi backbone. The Horner-Wordsworth-Emmons reaction has been used extensively to synthesize such types of conjugated systems. Three newly synthesized highly conjugated 2,2' bipyridines (3a-c) have been described. The molecules 3a-c are highly emissive in the visible region at room temperature. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.027