3'-(hydroxymethyl)-2,2':5',2''-terthiophene | 900810-12-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 3'-(hydroxymethyl)-2,2':5',2''-terthiophene
• 英文别名: (2,5-Dithiophen-2-ylthiophen-3-yl)methanol
• CAS: 900810-12-0
• 化学式: C₁₃H₁₀OS₃
• 分子量: 278.42
• InChiKey: ZLUVOBDUCMDWRF-UHFFFAOYSA-N

物化性质

• 熔点：
  81-85 °C
• 沸点：
  432.9±45.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3'-(hydroxymethyl)-2,2':5',2''-terthiophene 在 甲基磺酰氯 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  A modular procedure for the synthesis of functionalised β-substituted terthiophene monomers for conducting polymer applications

  摘要：

  An efficient modular strategy has been developed for the synthesis of beta-functionalised terthiophene monomers using Suzuki-Miyaura and Wittig/Horner-Emmons chemistries. This paper discusses the problems encountered with converting the beta-terthiophene aldehyde building block to the beta-terthiophene phosphonium salt and the use of this material in a Wittig condensation. An improved strategy using the beta-terthiophene phosphonate building block constructed via Suzuki-Miyaura coupling protocols was developed. We have synthesised and characterised a broad range of functionalised terthiophene materials that have been designed for specific end-use applications. The availability of these building blocks has dramatically increased access to a range of key monomers. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.08.022
• 作为产物：
  描述：

  2,5-二溴噻吩-3-甲醛 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) sodium tetrahydroborate 作用下， 生成 3'-(hydroxymethyl)-2,2':5',2''-terthiophene
  参考文献：
  名称：

  β-Terthiophene aldehyde and phosphonate: key building blocks for the synthesis of functionalised conducting polymers

  摘要：

  A simple and efficient methodology has been developed for the synthesis of beta -functionalised terthiophene monomers, conducting polymer precursors. Using a building block approach, the key materials, beta -terthiophene aldehyde and phosphonate, were constructed with Suzuki chemistry. Reactions of these building blocks with the appropriate coupling partner under Wittig/Horner-Emmons conditions provides conjugatively-linked functionalised monomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01894-9

文献信息

• [EN] CONDUCTING REDOX OLIGOMERS<br/>[FR] OLIGOMÈRES REDOX CONDUCTEURS
  申请人：SJÖDIN MARTIN

  公开号：WO2020162824A1

  公开（公告）日：2020-08-13

  The present disclosure relates to compounds of formula IVa or IVb, or salts thereof, as intermediates in the manufacture of conducting redox polymers. L is a covalent linker moiety and R is a reversible redox group. The disclosure further relates to conducting redox polymers produced from such compounds, as well as substrates coated with such conducting redox polymers, and organic batteries comprising such conducting redox polymers. Formule (I)

  本公开涉及公式IVa或IVb的化合物或其盐，作为制造导电氧化还原聚合物的中间体。L是共价连接物基团，R是可逆氧化还原基团。本公开还涉及由这些化合物产生的导电氧化还原聚合物，以及涂有这种导电氧化还原聚合物的基板，以及包含这种导电氧化还原聚合物的有机电池。
• New Electrochemically Generated Polymeric Pd Complexes as Heterogeneous Catalysts for Suzuki Cross-Coupling Reactions
  作者：Marco Bandini、Agostino Pietrangelo、Riccardo Sinisi、Achille Umani-Ronchi、Michael O. Wolf

  DOI：10.1002/ejoc.200900306

  日期：2009.7

  Electrochemically generated films of polymerized (diamino-oligothiophene)palladium complexes as heterogeneous catalysts for Suzuki cross-coupling reactions are reported. The electrodeposition of these polymeric species onto porous graphite electrodes allows for easy removal of the organometallic species from the reaction mixture and convenient reuse in subsequent (up to 6) reactions.(© Wiley-VCH Verlag

  据报道，电化学生成的聚合（二氨基-低聚噻吩）钯配合物薄膜作为铃木交叉偶联反应的多相催化剂。这些聚合物物质在多孔石墨电极上的电沉积允许从反应混合物中轻松去除有机金属物质，并方便地在后续（最多 6 个）反应中重复使用。 (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany , 2009)
• Conducting redox oligomers
  申请人：SJÖDIN Martin

  公开号：US20220109157A1

  公开（公告）日：2022-04-07

  The present disclosure relates to compounds of formula IVa or IVb, or salts thereof, as intermediates in the manufacture of conducting redox polymers. L is a covalent linker moiety and R is a reversible redox group. The disclosure further relates to conducting redox polymers produced from such compounds, as well as substrates coated with such conducting redox polymers, and organic batteries comprising such conducting redox polymers.