2,3-dibromothieno[3,4-b]pyrazine | 339364-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3-dibromothieno[3,4-b]pyrazine
• 英文别名: Dibromothieno[3,4-b]pyrazine
• CAS: 339364-35-1
• 化学式: C₆H₂Br₂N₂S
• 分子量: 293.969
• InChiKey: SVJOYJYMWFBKFW-UHFFFAOYSA-N

物化性质

• 熔点：
  139 °C (decomp)
• 沸点：
  326.1±37.0 °C(Predicted)
• 密度：
  2.229±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  癸醇 、 2,3-dibromothieno[3,4-b]pyrazine 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 2.08h， 以80%的产率得到2,3-didecyloxythieno[3,4-b]pyrazine
  参考文献：
  名称：

  Synthesis and Characterization of New 2,3-Disubstituted Thieno[3,4-b]pyrazines: Tunable Building Blocks for Low Band Gap Conjugated Materials

  摘要：

  Synthetic methods have been developed for the preparation of new 2,3-dihalothieno[3,4-b]pyrazines, from which a variety of new 23-difunctionalized thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used 10 tune the electronic properties of the thieno[3,4-b]pyrazine unit.

  DOI：

  10.1021/jo801632z
• 作为产物：
  描述：

  tetrahydro-1,2,3,4 dioxo-2,3 thieno<3,4-b>pyrazine 在 四丁基溴化铵 、 五溴化磷 、 sodium carbonate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以70%的产率得到2,3-dibromothieno[3,4-b]pyrazine
  参考文献：
  名称：

  Synthesis and Characterization of New 2,3-Disubstituted Thieno[3,4-b]pyrazines: Tunable Building Blocks for Low Band Gap Conjugated Materials

  摘要：

  Synthetic methods have been developed for the preparation of new 2,3-dihalothieno[3,4-b]pyrazines, from which a variety of new 23-difunctionalized thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used 10 tune the electronic properties of the thieno[3,4-b]pyrazine unit.

  DOI：

  10.1021/jo801632z

文献信息

• TONG Y. C., J. HETEROCYCL. CHEM. <JHTC-AD>, 1975, 12, NO 3, 451-453
  作者：TONG Y. C.

  DOI：——

  日期：——
• Halogenated bisdiarylaminopolycylic aromatic compounds and polymers thereof
  申请人：Hudack L. Michelle

  公开号：US20070126345A1

  公开（公告）日：2007-06-07

  A halogenated bisdiarylaminopolycyclic aromatic compound, polymers made therefrom, and polymeric light emitting diode devices using the polymers are described. The halogenated compound is represented by formula (I), wherein Ar and Ar′ are each independently substituted or unsubstituted aryl groups and Z is a polycyclic arylene group, wherein at least one of the Ar′ groups is a haloaryl group. Devices using polymers prepared from the halogenated compound exhibit improved performance and longer lifetime, presumably as a result of the presence of the geometrically constrained diarylaminopolycyclic aromatic groups in the polymer backbone.
• -Conjugated aromatic ring-containing compound and organic electroluminescent device
  申请人：Sato Fumie

  公开号：US20070176164A1

  公开（公告）日：2007-08-02

  A π-conjugated aromatic ring-containing compound represented by the formula (1) below is relatively stable and useful as a light-emitting material for light from blue-violet region to red region. [In the formula, R 1 -R 6 independently represent a hydrogen atom or the like; A and D independently represent a pyridine ring, pyrimidine ring, pyridazine ring, pyrazine ring, furan ring, pyrrole ring, pyrazole ring, imidazole ring, thiophene ring, benzothiadiazole ring, thieno[3,4-b]pyrazine ring, furo[3,4-b]pyrazine ring, 6H-pyrrolo[3,4-b]pyrazine ring or the like; a 1 , a 2 and a 3 independently represent 0 or 1; and n 1 and n 2 independently represent an integer of 1-5.]
• US7651746B2
  申请人：——

  公开号：US7651746B2

  公开（公告）日：2010-01-26
• US7914905B2
  申请人：——

  公开号：US7914905B2

  公开（公告）日：2011-03-29