5,5-dimethyl-2-(2,5-dibromothiophen-3-yl)[1,3]dioxane | 634602-01-0

• 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: 5,5-dimethyl-2-(2,5-dibromothiophen-3-yl)[1,3]dioxane
• 英文别名: 2,5-dibromo-3-(5,5-dimethyl-1,3-dioxan-2-yl)thiophene；1,3-Dioxane, 2-(2,5-dibromo-3-thienyl)-5,5-dimethyl-；2-(2,5-dibromothiophen-3-yl)-5,5-dimethyl-1,3-dioxane
• CAS: 634602-01-0
• 化学式: C₁₀H₁₂Br₂O₂S
• 分子量: 356.078
• InChiKey: UNJCOKLMWVMEQQ-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C(Solv: ethanol (64-17-5))
• 沸点：
  335.4±42.0 °C(Predicted)
• 密度：
  1.671±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-dimethyl-2-(2,5-dibromothiophen-3-yl)[1,3]dioxane 在 正丁基锂 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 生成 (E,E)-3-(5,5-dimethyl[1,3]dioxan-2-yl)-2,5-bis(2-thien-2-ylvinyl)thiophene
  参考文献：
  名称：

  Synthesis and characterization of novel styryl-substituted oligothienylenevinylenes

  摘要：

  A number of 3-monosubstituted bis(thienylvinyl)thiophenes, suitable for the preparation of electronically-variable poly(thienytenevinylene)s have been synthesized for the first time. These materials have been characterized by both NMR spectroscopy and mass spectrometry, and a single crystal X-ray structure analysis of (E,E)-3-(5,5-dimethyl[1,3]dioxin-2-yl)-2,5-bis(2-thien-2-ylvinyl)thiophene has shown that the planarity of the terthienylenevinylene chain is maintained on substitution at the 3 position of the central thiophene ring. UV/visible spectroscopy measurements are reported and cyclic voltammetric measurements show that, with the exception of (E,E,E)-2,5-bis(2-thien-2-ylvinyl)-3-(2-(4-dimethylaminophenyl)vinyl)-thiophene, electroactive films are produced on electrochemical oxidation of the monomers. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.017
• 作为产物：
  描述：

  3-噻吩甲醛 在 氢溴酸 、 溴 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 5,5-dimethyl-2-(2,5-dibromothiophen-3-yl)[1,3]dioxane
  参考文献：
  名称：

  Toward Functionalized Conducting Polymers:  Synthesis and Characterization of Novel β-(Styryl)terthiophenes

  摘要：

  Metal-catalyzed coupling methodologies have been employed in the synthesis of the key building block 3'-formyl-2,2':5',2"-terthiophene. Wittig olefinations with this aldehyde have produced five novel beta-styryl-substituted terthiophene monomers. These materials have been fully characterized by NMR spectroscopy, microanalysis, mass spectrometry, and X-ray crystal structure analysis. The results from the UV/visible spectroscopy and cyclic voltammetric investigations are reported.

  DOI：

  10.1021/jo034855g