2-bromo-5-(3,4,5-trimethoxybenzoyl)thiophene | 1001590-50-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-5-(3,4,5-trimethoxybenzoyl)thiophene
• 英文别名: (5-Bromothiophen-2-yl)-(3,4,5-trimethoxyphenyl)methanone
• CAS: 1001590-50-6
• 化学式: C₁₄H₁₃BrO₄S
• 分子量: 357.225
• InChiKey: OOXMKQCTKKSWQS-UHFFFAOYSA-N

物化性质

• 沸点：
  475.5±45.0 °C(Predicted)
• 密度：
  1.456±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  73
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-bromo-5-(3,4,5-trimethoxybenzoyl)thiophene 在 三溴化硼 、 potassium carbonate 、 sodium iodide 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 7.0h， 生成 2-bromo-5-(3,4,5-trihexadecyloxybenzoyl)thiophene
  参考文献：
  名称：

  Effect of alkoxy terminal chain length on mesomorphism of 1,6-disubstituted pyrene-based hexacatenar liquid crystals: columnar phase control

  摘要：

  Synthesis and mesophase-transition behaviors of six 1,6-disubstituted pyrene-based hexacatenar liquid crystals 1(n) (n=8-18) are reported here. They were synthesized by the Sonogashira coupling between 1,6-diethynylpyrene and 2-bromothiophene bearing a trialkoxybenzoyl group. The phase-transition behavior was studied by differential scanning calorimetry and polarized optical microscopy; a few mesophase progressions, I-Col/I-X-Col and Col-Sm, were observed, where X was an optically isotropic but un-identified phase. The structures of Col(r), Col(h), and Sm phases were analyzed by the X-ray crystallography, and the effect of the terminal alkoxy chain length on the mesomorphism was evaluated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.111
• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲酸 在 aluminum (III) chloride 、 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 2-bromo-5-(3,4,5-trimethoxybenzoyl)thiophene
  参考文献：
  名称：

  Effect of alkoxy terminal chain length on mesomorphism of 1,6-disubstituted pyrene-based hexacatenar liquid crystals: columnar phase control

  摘要：

  Synthesis and mesophase-transition behaviors of six 1,6-disubstituted pyrene-based hexacatenar liquid crystals 1(n) (n=8-18) are reported here. They were synthesized by the Sonogashira coupling between 1,6-diethynylpyrene and 2-bromothiophene bearing a trialkoxybenzoyl group. The phase-transition behavior was studied by differential scanning calorimetry and polarized optical microscopy; a few mesophase progressions, I-Col/I-X-Col and Col-Sm, were observed, where X was an optically isotropic but un-identified phase. The structures of Col(r), Col(h), and Sm phases were analyzed by the X-ray crystallography, and the effect of the terminal alkoxy chain length on the mesomorphism was evaluated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.05.111

文献信息

• Columnar liquid crystalline π-conjugated oligothiophenes
  作者：Takuma Yasuda、Kenji Kishimoto、Takashi Kato

  DOI：10.1039/b606144c

  日期：——

  Polycatenar oligothiophenes possessing three alkoxy chains at each terminal self-organise into columnar liquid crystalline phases, and one-dimensional columnar stacks can be oriented uniaxially by mechanical shearing in the mesophases.

  具有三个烷氧基链的聚链状寡硫烯在每个末端自组织成柱状液晶相，并且一维柱状堆叠可以通过在介相中进行机械剪切进行单轴取向。