1,4-bis(4-tert-butylthiophenylethynyl)benzene | 874486-66-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,4-bis(4-tert-butylthiophenylethynyl)benzene
• 英文别名: 1,4-Bis[2-(4-tert-butylsulfanylphenyl)ethynyl]benzene
• CAS: 874486-66-5
• 化学式: C₃₀H₃₀S₂
• 分子量: 454.7
• InChiKey: NUHHOVQYCPRDHS-UHFFFAOYSA-N

物化性质

• 熔点：
  205-207 °C(Solv: heptane (142-82-5))
• 沸点：
  585.6±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis(4-tert-butylthiophenylethynyl)benzene 、 乙酰氯 在 三溴化硼 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 以98%的产率得到S,S′-[1,4-亚苯基二(2,1-乙炔二基-4,1-亚苯基)]双(硫代乙酸酯)
  参考文献：
  名称：

  Synthetic protocols and building blocks for molecular electronics

  摘要：

  Simple and readily accessible aryl bromides are useful building blocks for thiol end-capped molecular wires. Thus, 4-bromophenyl tert-butyl sulfide and 1-bromo-4-(methoxymethyl)benzene serve as precursors for a variety of oligo(phenylenevinylene) and oligo(phenyleneethynylene) wires via efficient synthetic transformations as presented in this paper. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.106
• 作为产物：
  描述：

  1-溴-4-(叔丁基磺酰基)苯 在 三叔丁基膦 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二(氰基苯)二氯化钯 、 potassium carbonate 、 三乙胺 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 20.0~120.0 ℃ 、150.0 kPa 条件下， 反应 2.87h， 生成 1,4-bis(4-tert-butylthiophenylethynyl)benzene
  参考文献：
  名称：

  Synthetic protocols and building blocks for molecular electronics

  摘要：

  Simple and readily accessible aryl bromides are useful building blocks for thiol end-capped molecular wires. Thus, 4-bromophenyl tert-butyl sulfide and 1-bromo-4-(methoxymethyl)benzene serve as precursors for a variety of oligo(phenylenevinylene) and oligo(phenyleneethynylene) wires via efficient synthetic transformations as presented in this paper. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.106

文献信息

• Polyarylene polymers and ion conducting functionalized polyarylene polymers resulting from pairing bis-diene arylenes and bis-dienophile arylenes via a diels-alder reaction
  申请人：Loy Dougles Anson

  公开号：US20090264544A1

  公开（公告）日：2009-10-22

  The invention discloses a group of novel and functionalized arylene polymers that comprise repeat units from a group consisting of polyarylene, polybenzimidazolene, polybenzimidazole, and poly(arylene-co-cyclohexadiene). The compositions are created via Diels-Alder polymerization and result in a polymer that is chemically and thermally stable. The polyarylene polymers can be used to create improved polymer electrolyte membranes that overcome the limitations of Nafion® membranes for use in fuel cells.
• [EN] POL YARYLENE POLYMERS RESULTING FROM DIELS-ALDER REACTION<br/>[FR] POLYMÈRES DE POLYARYLÈNE RÉSULTANT D'UNE RÉACTION DE DIELS-ALDER
  申请人：ENERGY MATERIALS CORP

  公开号：WO2009134227A1

  公开（公告）日：2009-11-05

  The invention discloses a group of novel and functionalized arylene polymers that comprise repeat units from a group consisting of polyarylene, polybenzimidazolene, polybenzimidazole, and poly(arylene-co-cyclohexadiene). The compositions are created via Diels- Alder polymerization and result in a polymer that is chemically and thermally stable. The polyarylene polymers can be used to create improved polymer electrolyte membranes that overcome the limitations of Nafion® membranes for use in fuel cells.