3,4-dibromothiophene-2,5-dicarboxylic acid | 7311-67-3

• 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: 3,4-dibromothiophene-2,5-dicarboxylic acid
• CAS: 7311-67-3
• 化学式: C₆H₂Br₂O₄S
• 分子量: 329.953
• InChiKey: LFKFJNPRAFYKFU-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  480.8±45.0 °C(Predicted)
• 密度：
  2.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,10-菲罗啉 、 cadmium(II) nitrate tetrhydrate 、 3,4-dibromothiophene-2,5-dicarboxylic acid 以 水 为溶剂， 以17%的产率得到
  参考文献：
  名称：

  A one-dimensional Cd(II) coordination polymer with a two-dimensional supramolecular architecture through halogen···halogen interaction

  摘要：

  A new cadmium coordination polymer, formulated as [Cd(L)(phen)](n), were prepared by hydrothermal reactions based on 3,4-dibromothiophene-2,5-dicarboxylic acid (H2L) and 1,10-phenanthroline (phen) mixed organic linkers. In the complex, adjacent Cd2+ ions are linked by L2- anions to form a one-dimensional (1D) [CdL](n) chain with [Cd-2(COO)(2)] as the secondary building unit (SBU). These adjacent chains are further stacked together by direct C-BrBr halogen bonds interactions, generating a two-dimensional (2D) supramolecular structure. From the viewpoint of topology, the 2D supramolecular network can be rationalized to a 3,4-connected 3,4L13 net with {4.6(2)}(2){4(2).6(2).8(2)} topology.

  DOI：

  10.1080/15421406.2017.1411585
• 作为产物：
  描述：

  2,5-二甲基噻吩 在 溴 、 氯 、 溶剂黄146 作用下， 生成 3,4-dibromothiophene-2,5-dicarboxylic acid
  参考文献：
  名称：

  Steinkopf; Koehler, Justus Liebigs Annalen der Chemie, 1937, vol. 532, p. 250,279

  摘要：

  DOI：

文献信息

• Hawkins, David W.; Iddon, Brian; Longthorne, Darren S., Journal of the Chemical Society. Perkin transactions I, 1994, # 19, p. 2735 - 2744
  作者：Hawkins, David W.、Iddon, Brian、Longthorne, Darren S.、Rosyk, Peter J.

  DOI：——

  日期：——
• US3970598A
  申请人：——

  公开号：US3970598A

  公开（公告）日：1976-07-20
• Steinkopf; Koehler, Justus Liebigs Annalen der Chemie, 1937, vol. 532, p. 250,279
  作者：Steinkopf、Koehler

  DOI：——

  日期：——
• A one-dimensional Cd(II) coordination polymer with a two-dimensional supramolecular architecture through halogen···halogen interaction
  作者：Li-Ping Xue、Jing-Jing Tao

  DOI：10.1080/15421406.2017.1411585

  日期：2017.11.22

  A new cadmium coordination polymer, formulated as [Cd(L)(phen)](n), were prepared by hydrothermal reactions based on 3,4-dibromothiophene-2,5-dicarboxylic acid (H2L) and 1,10-phenanthroline (phen) mixed organic linkers. In the complex, adjacent Cd2+ ions are linked by L2- anions to form a one-dimensional (1D) [CdL](n) chain with [Cd-2(COO)(2)] as the secondary building unit (SBU). These adjacent chains are further stacked together by direct C-BrBr halogen bonds interactions, generating a two-dimensional (2D) supramolecular structure. From the viewpoint of topology, the 2D supramolecular network can be rationalized to a 3,4-connected 3,4L13 net with 4.6(2)}(2)4(2).6(2).8(2)} topology.