3,4,5-tris(octadecyloxy)benzyl 2-iodobenzoate | 874975-14-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4,5-tris(octadecyloxy)benzyl 2-iodobenzoate
• 英文别名: (3,4,5-Trioctadecoxyphenyl)methyl 2-iodobenzoate
• CAS: 874975-14-1
• 化学式: C₆₈H₁₁₉IO₅
• 分子量: 1143.59
• InChiKey: USSQKHWBAGIRMO-UHFFFAOYSA-N

物化性质

• 沸点：
  945.3±60.0 °C(Predicted)
• 密度：
  1.017±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  30.3
• 重原子数：
  74
• 可旋转键数：
  58
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4,5-tris(octadecyloxy)benzyl 2-iodobenzoate 、 4-(3,4,5-tris(octadecyloxy)benzylthio)phenylboronic acid 在 Pd-catalyst potassium phosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以99%的产率得到4'-((3,4,5-tris(octadecyloxy)benzyl)sulfanyl)biphenyl-2-carboxylic acid 3,4,5-tris(octadecyloxy)benzyl ester
  参考文献：
  名称：

  A cycloalkane-based thermomorphic system for palladium-catalyzed cross-coupling reactions

  摘要：

  In this paper, we describe a practical and efficient protocol for Sonogashira, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling using a CBT system. The use of substrates with cycloalkane-soluble tags facilitates separation of the desired products and the homogeneous Pd catalyst via simple liquid-liquid extraction, thereby eliminating the need for a catalyst removal process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.034
• 作为产物：
  描述：

  2-碘苯甲酸 、 3,4,5-tris(octadecyloxy)benzyl alcohol 在 4-二甲氨基吡啶 、 N,N'-二异丙基碳二亚胺 作用下， 以 环己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以99%的产率得到3,4,5-tris(octadecyloxy)benzyl 2-iodobenzoate
  参考文献：
  名称：

  A cycloalkane-based thermomorphic system for palladium-catalyzed cross-coupling reactions

  摘要：

  In this paper, we describe a practical and efficient protocol for Sonogashira, Suzuki-Miyaura, and Mizoroki-Heck cross-coupling using a CBT system. The use of substrates with cycloalkane-soluble tags facilitates separation of the desired products and the homogeneous Pd catalyst via simple liquid-liquid extraction, thereby eliminating the need for a catalyst removal process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.034

文献信息

• Microwave-promoted Suzuki–Miyaura coupling reactions in a cycloalkane-based thermomorphic biphasic system
  作者：Kanako Hayashi、Shokaku Kim、Yusuke Kono、Mihoko Tamura、Kazuhiro Chiba

  DOI：10.1016/j.tetlet.2005.10.161

  日期：2006.1

  Microwave-promoted Suzuki-Miyaura coupling reaction of aryl halides attached to a cycloalkane-soluble platform was accomplished in a cycloalkane-based thermomorphic biphasic system. Following irradiation and subsequent cooling, the monophasic reaction mixture immediately formed a biphasic solution to allow facile workup and separation of the product. (c) 2005 Elsevier Ltd. All rights reserved.