4,4'-dimethyl-5-bromo-bithiophene | 144432-20-2

• 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: 4,4'-dimethyl-5-bromo-bithiophene
• 英文别名: 2-Bromo-3-methyl-5-(4-methylthiophen-2-yl)thiophene
• CAS: 144432-20-2
• 化学式: C₁₀H₉BrS₂
• 分子量: 273.217
• InChiKey: CJLHNTUWXHYVOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  13
• 可旋转键数：
  1
• 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：

  4,4'-dimethyl-5-bromo-bithiophene 、 4,4'-dimethyl-5,5'-dibromo-bithiophene 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) magnesium 作用下， 生成 4,4',3'',4''',3'''',4'''''-hexamethyl-2,2':5',2'':5'',2''':5''',2'''':5'''',2'''''-sexithiophene
  参考文献：
  名称：

  Synthesis 13C NMR, λmax and MMP2 calculations of two ‘tailor-made’ α-conjugated hexamethylsexithiophenes.

  摘要：

  3, 3', 4", 3''', 4'''', 3''''' - and 4, 4', 3", 4"', 3'''', 4''''' - hexamethyl 2, 2': 5', 2'': 5'', 2''': 5''', 2'''': 5'''', 2''''' sexithiophenes (I and II) have been prepared by nickel-phosphine catalyzed Grignard coupling and their conformational properties investigated with the aid of C-13 NMR spectra and MMP2 force field calculations. Owing to the presence of the substituents, the molecular skeletons are not planar and large blue shifts of the lambda(max) are observed.

  DOI：

  10.1016/s0040-4020(01)80015-6
• 作为产物：
  描述：

  4,4'-dimethyl-2,2'-bithiophene 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以40%的产率得到4,4'-dimethyl-5-bromo-bithiophene
  参考文献：
  名称：

  Synthesis 13C NMR, λmax and MMP2 calculations of two ‘tailor-made’ α-conjugated hexamethylsexithiophenes.

  摘要：

  3, 3', 4", 3''', 4'''', 3''''' - and 4, 4', 3", 4"', 3'''', 4''''' - hexamethyl 2, 2': 5', 2'': 5'', 2''': 5''', 2'''': 5'''', 2''''' sexithiophenes (I and II) have been prepared by nickel-phosphine catalyzed Grignard coupling and their conformational properties investigated with the aid of C-13 NMR spectra and MMP2 force field calculations. Owing to the presence of the substituents, the molecular skeletons are not planar and large blue shifts of the lambda(max) are observed.

  DOI：

  10.1016/s0040-4020(01)80015-6

文献信息

• Conjugated monomers and polymers and preparation and use thereof
  申请人：Marks Tobin J.

  公开号：US20090036643A1

  公开（公告）日：2009-02-05

  Disclosed are new conjugated compounds (e.g., monomers and polymers) that include ladder-type moieties which can be used for preparing semiconducting materials. Such conjugated compounds can exhibit high n-type carrier mobility and/or good current modulation characteristics. Compounds of the present teachings also can exhibit ambipolar semiconducting activity. In addition, the compounds of the present teachings can possess certain processing advantages such as solution-processability and/or good stability in ambient conditions.

  披露了包括阶梯型结构单元的新的共轭化合物（例如，单体和聚合物），可用于制备半导体材料。这种共轭化合物可以表现出高n型载流子迁移率和/或良好的电流调制特性。本教导的化合物还可以表现出双极半导体活性。此外，本教导的化合物可以具有某些加工优势，如可溶性加工性和/或在环境条件下良好的稳定性。
• US7928249B2
  申请人：——

  公开号：US7928249B2

  公开（公告）日：2011-04-19
• USRE44304E1
  申请人：——

  公开号：USRE44304E1

  公开（公告）日：2013-06-18
• Synthesis 13C NMR, λmax and MMP2 calculations of two ‘tailor-made’ α-conjugated hexamethylsexithiophenes.
  作者：Giovanna Barbarella、Alessandro Bongini、Massimo Zambianchi

  DOI：10.1016/s0040-4020(01)80015-6

  日期：1992.1

  3, 3', 4", 3''', 4'''', 3''''' - and 4, 4', 3", 4"', 3'''', 4''''' - hexamethyl 2, 2': 5', 2'': 5'', 2''': 5''', 2'''': 5'''', 2''''' sexithiophenes (I and II) have been prepared by nickel-phosphine catalyzed Grignard coupling and their conformational properties investigated with the aid of C-13 NMR spectra and MMP2 force field calculations. Owing to the presence of the substituents, the molecular skeletons are not planar and large blue shifts of the lambda(max) are observed.