1,2-bis(5-bromo-2-thienyl)ethane | 153561-87-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1,2-bis(5-bromo-2-thienyl)ethane
• 英文别名: 2-Bromo-5-[2-(5-bromothiophen-2-yl)ethyl]thiophene
• CAS: 153561-87-6
• 化学式: C₁₀H₈Br₂S₂
• 分子量: 352.114
• InChiKey: OQALRMDQPQNERY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(5-bromo-2-thienyl)ethane 在 四(三苯基膦)钯 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 copper diacetate 、 三乙胺 作用下， 以 吡啶 、 甲醇 、 乙醚 、 氯仿 、 溶剂黄146 、 苯 为溶剂， 反应 36.0h， 生成 13,22,35,44-Tetraoctyl-45,46,47,48,49,50,51,52-octathianonacyclo[40.2.1.12,5.18,11.112,15.120,23.124,27.130,33.134,37]dopentaconta-1(44),2,4,8,10,12,14,20,22,24,26,30,32,34,36,42-hexadecaen-16,18,38,40-tetrayne
  参考文献：
  名称：

  Synthesis and Spectroscopic Properties of [2.2]Quinquethiophenophane as an Ideal π-Dimer Model

  摘要：

  [GRAPGICS]The title compound has been synthesized as the first oligothiophenophane that has the typical stacking structure of a layered cyclophane and can behave as an ideal pi -dimer model.

  DOI：

  10.1021/ol006745r
• 作为产物：
  描述：

  2-溴甲基噻吩 在 N-溴代丁二酰亚胺(NBS) 、 magnesium 作用下， 以 四氢呋喃 、 氯仿 、 溶剂黄146 为溶剂， 反应 0.08h， 生成 1,2-bis(5-bromo-2-thienyl)ethane
  参考文献：
  名称：

  Synthesis of [2.n]Thiophenophanes by Intramolecular [2+2] Photocycloaddition[

  摘要：

  DOI：

  10.3987/com-99-8483

文献信息

• Preparation of a Polymer with Limited<i>π</i>-Conjugation Length: A Polymer Containing Quaterthiophene Units
  作者：Masa-aki Sato、Masao Hiroi

  DOI：10.1246/cl.1996.495

  日期：1996.6

  A polymer containing quaterthiophene units in the main chain was prepared by electrochemical polymerization of 1,2-bis(3′-hexyl-2,2′-bithiophene-5-yl)ethane. The obtained green film had a conductivity of 2 × 10−2 S cm−1 in oxidized states and was neutralized by immersing in methanol. The cyclic voltammograms of the neutral film showed only an oxidation process in the first cycle.

  通过1,2-双(3'-己基-2,2'-二噻吩-5-基)乙烷的电化学聚合制备了主链中含有四联噻吩单元的聚合物。获得的生膜在氧化态下具有 2 × 10-2 S cm-1 的电导率，并通过浸入甲醇中和。中性膜的循环伏安图仅显示第一个循环中的氧化过程。
• Oligothiophene derivatives
  申请人：Université Libre de Bruxelles

  公开号：EP1990340A1

  公开（公告）日：2008-11-12

  The present invention is related to oligothiophene derivatives of the formula I or II: wherein X = H or CH3, Y = H or CH3, n = 1 or 2, and R = carbon chain, branched or not, saturated or not, with 6 to 15 carbon atoms.

  本发明涉及公式I或II的寡噻吩衍生物：其中X = H或CH3，Y = H或CH3，n = 1或2，以及R = 碳链，支链或非支链，饱和或不饱和，具有6至15个碳原子。
• α,ω-Bis(quinquethienyl)alkanes as a π-Dimer Model of Polythiophene
  作者：Teizi Satou、Toyofumi Sakai、Takeshi Kaikawa、Kazuo Takimiya、Tetsuo Otsubo、Yoshio Aso

  DOI：10.1021/ol0499396

  日期：2004.3.1

  [GRAPHICS]A series of the title dimeric quinquethiophenes linked with a di- to hexamethylene spacer was synthesized and examined as a pi-dimer model of polythiophene. Upon two-electron oxidation with iron(III) chloride in dichloromethane, they readily form intramolecular pi-dimer species, except for the dimethylene-linked dimer that cannot be bent into a pi-stacked structure.
• Quaterthiophene-based dimers containing an ethylene bridge: molecular design, synthesis, and optoelectronic properties
  作者：Maud Jenart、Claude Niebel、Jean-Yves Balandier、Julie Leroy、Alix Mignolet、Sara Stas、Antoine Van Vooren、Jérôme Cornil、Yves Henri Geerts

  DOI：10.1016/j.tet.2011.10.020

  日期：2012.1

  Two quaterthiophene-based dimers including an ethylene bridge have been designed and efficiently prepared; experimental and computational studies show a promising potential as semiconducting material with a charge transport of higher dimensionality compared to quaterthiophene. (C) 2011 Elsevier Ltd. All rights reserved.
• OLIGOTHIOPHENE DERIVATIVES
  申请人：Université Libre de Bruxelles

  公开号：EP2144901B1

  公开（公告）日：2011-03-16