2,6-dimethyl-4-[(E)-2-phenylethenyl]-1-(propyloxy)benzene

• 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-dimethyl-4-[(E)-2-phenylethenyl]-1-(propyloxy)benzene
• 英文别名: 1,3-dimethyl-5-[(E)-2-phenylethenyl]-2-propoxybenzene
• 化学式: C₁₉H₂₂O
• 分子量: 266.383
• InChiKey: JTBMLNGOGYHNJQ-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3-二甲基-2-丙氧基苯 在 乌洛托品 、 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,6-dimethyl-4-[(E)-2-phenylethenyl]-1-(propyloxy)benzene
  参考文献：
  名称：

  Synthesis, Structure, and Fluorescence Properties of 5,17-Distyryl-25,26,27,28-tetrapropoxycalix[4]arenes in the Cone Conformation

  摘要：

  The HWE (Horner-Wadsworth-Emmons) reaction performed on the easily obtainable 5,17-diformylcalix[4]arenes (cone) with arylmethyl phosphorus ylides yielded 5,17-distyryl-25,26,27, 28-tetrapropoxycalix[4]arenes (cone) in high yield and purely in the E/E configuration. Compounds 2-5 were prepared this way containing bromine. Subsequent bromine-lithium exchange and reaction with trimethoxyborane yielded the dihydroxyboryl-substituted 5,17-distyrylcalix[4] arenes 6-7a. The structures of 3, 5, and 7a were determined by X-ray diffraction. The photophysical properties of 2 were established by absorption and fluorescence spectroscopy and compared to the monomeric fluorophore, 3,5-dimethyl-4-propoxy-(E)-stilbene (10).

  DOI：

  10.1021/jo980250m

文献信息

• Photochemistry of Styrylcalix[4]arenes
  作者：Michael Mastalerz、Wiebke Hüggenberg、Gerald Dyker

  DOI：10.1002/ejoc.200600265

  日期：2006.9

  The photochemical transformation of the monostyrylcalix[4]arenes 12a and 12b either leads to inherent chiral calix[4]phenanthrenes 13a and 13b under basic reaction conditions or to unexpected products of an acid-catalyzed ring cleavage of the macrocycle. Studies towards the reaction mechanism and the optimization of the reaction conditions are presented.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  单苯乙烯基杯 [4] 芳烃 12a 和 12b 的光化学转化要么在碱性反应条件下产生固有的手性杯 [4] 菲 13a 和 13b，要么产生大环的酸催化开环的意外产物。介绍了对反应机理和反应条件优化的研究。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• Synthesis, Structure, and Fluorescence Properties of 5,17-Distyryl-25,26,27,28-tetrapropoxycalix[4]arenes in the <i>Cone</i> Conformation
  作者：Mogens Larsen、Frederik C. Krebs、Mikkel Jørgensen、Niels Harrit

  DOI：10.1021/jo980250m

  日期：1998.6.1

  The HWE (Horner-Wadsworth-Emmons) reaction performed on the easily obtainable 5,17-diformylcalix[4]arenes (cone) with arylmethyl phosphorus ylides yielded 5,17-distyryl-25,26,27, 28-tetrapropoxycalix[4]arenes (cone) in high yield and purely in the E/E configuration. Compounds 2-5 were prepared this way containing bromine. Subsequent bromine-lithium exchange and reaction with trimethoxyborane yielded the dihydroxyboryl-substituted 5,17-distyrylcalix[4] arenes 6-7a. The structures of 3, 5, and 7a were determined by X-ray diffraction. The photophysical properties of 2 were established by absorption and fluorescence spectroscopy and compared to the monomeric fluorophore, 3,5-dimethyl-4-propoxy-(E)-stilbene (10).