2,6-dimethoxy-4-methylstilbene | 543701-26-4

• 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: 2,6-dimethoxy-4-methylstilbene
• CAS: 543701-26-4
• 化学式: C₁₇H₁₈O₂
• 分子量: 254.329
• InChiKey: JKECXPPVAIQPHR-MDZDMXLPSA-N

物化性质

• 沸点：
  391.3±11.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,6-dimethoxy-4-methylstilbene 在 三氯乙酸 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以95%的产率得到1,2-trans-2,3-trans-1,3-bis-(2,6-dimethoxy-4-methylphenyl)-2-phenyl-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Stereoselective cyclization of stilbene derived carbocations

  摘要：

  Cyclodimerization of 2,6-dimethoxy-4-methylstilbene under acidic conditions affords the rotationally restricted 1,3-bis-(2,6-dimethoxy-4-methylphenyl)-2-phenyl-1,2,3,4-tetrahydronaphthalene. Nucleophilic addition of this stilbene to 1,4-benzoquinone and maleic anhydride, respectively, followed by an intramolecular cyclization yields dihydrobenzofuran derivatives and a trisubstituted butanolide, respectively. These stereoselective cyclizations involving stilbene derived carbocations apparently biomimic the cyclization of naturally occurring stilbenes during oxidative oligomerization. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00050-4
• 作为产物：
  描述：

  3,5-二甲氧基甲苯 、 苯乙醛 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.17h， 以28%的产率得到2,6-dimethoxy-4-methylstilbene
  参考文献：
  名称：

  Stereoselective cyclization of stilbene derived carbocations

  摘要：

  Cyclodimerization of 2,6-dimethoxy-4-methylstilbene under acidic conditions affords the rotationally restricted 1,3-bis-(2,6-dimethoxy-4-methylphenyl)-2-phenyl-1,2,3,4-tetrahydronaphthalene. Nucleophilic addition of this stilbene to 1,4-benzoquinone and maleic anhydride, respectively, followed by an intramolecular cyclization yields dihydrobenzofuran derivatives and a trisubstituted butanolide, respectively. These stereoselective cyclizations involving stilbene derived carbocations apparently biomimic the cyclization of naturally occurring stilbenes during oxidative oligomerization. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00050-4