3,4-dibutyl-5-bromothiophene-2-carbaldehyde | 247088-07-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,4-dibutyl-5-bromothiophene-2-carbaldehyde
• 英文别名: 5-Bromo-3,4-dibutylthiophene-2-carbaldehyde
• CAS: 247088-07-9
• 化学式: C₁₃H₁₉BrOS
• 分子量: 303.263
• InChiKey: GYBRPKTUXCLWMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-dibutyl-5-bromothiophene-2-carbaldehyde 在 sodium hydroxide 、 sodium tetrahydroborate 、 三溴化磷 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 12.0h， 生成 2-bromomethyl-5-bromo-3,4-dibutyl-thiophene
  参考文献：
  名称：

  Elastic and Inelastic Electron Tunneling Spectroscopy of a New Rectifying Monolayer

  摘要：

  Rectification of electrical current was observed in a Langmuir-Schaefer monolayer of fullerene-bis[ethylthio-tetrakis(3,4-dibutyl-2-thiophene-5-ethenyl)-5-bromo-3,4-dibutyl-2-thiophene] malonate, Au electrodes at room temperature (there are two regimes of asymmetry, at lower bias, i.e., between 0 and +/- 2 V, and at higher bias), and also between Pb and Al electrodes at 4.2 K. The latter experiment was coupled with second harmonic detection of the second derivative of the current with respect to voltage (d(2)I/dV(2)). The d(2)I/dV(2) spectrum shows intramolecular vibrations, and also two antisymmetric broad bands, centered at +/- 0.65 V, due to resonant electron tunneling between the Fermi level(s) of the electrodes and the lowest unoccupied molecular orbital of the molecule.

  DOI：

  10.1021/ja068729g
• 作为产物：
  描述：

  3,4-二丁基噻吩 在 溴 、 叔丁基锂 、 溶剂黄146 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 2.0h， 生成 3,4-dibutyl-5-bromothiophene-2-carbaldehyde
  参考文献：
  名称：

  Elastic and Inelastic Electron Tunneling Spectroscopy of a New Rectifying Monolayer

  摘要：

  Rectification of electrical current was observed in a Langmuir-Schaefer monolayer of fullerene-bis[ethylthio-tetrakis(3,4-dibutyl-2-thiophene-5-ethenyl)-5-bromo-3,4-dibutyl-2-thiophene] malonate, Au electrodes at room temperature (there are two regimes of asymmetry, at lower bias, i.e., between 0 and +/- 2 V, and at higher bias), and also between Pb and Al electrodes at 4.2 K. The latter experiment was coupled with second harmonic detection of the second derivative of the current with respect to voltage (d(2)I/dV(2)). The d(2)I/dV(2) spectrum shows intramolecular vibrations, and also two antisymmetric broad bands, centered at +/- 0.65 V, due to resonant electron tunneling between the Fermi level(s) of the electrodes and the lowest unoccupied molecular orbital of the molecule.

  DOI：

  10.1021/ja068729g

文献信息

• Synthesis of Trithienylenevinylenes Bearing Dithiocarbonate Groups and Their Dithiophene−Tetrathiafulvalene Derivatives
  作者：Xin Chen、Norma R. de Tacconi、Ronald L. Elsenbaumer

  DOI：10.1021/jo901574v

  日期：2009.12.4

  A series of conjugated trithienylenevinylene compounds bearing dithiocarbonate groups were prepared by Wittig reactions. Dithiophene-tetrithiafulvalene (DT-TTF) derivatives can be readily prepared through trialkylphosphite-mediated coupling reactions of these trithienylenevinylene materials. All compounds were characterized by NMR, FT-IR, UV-vis, and mass spectroscopy.
• US6067186A
  申请人：——

  公开号：US6067186A

  公开（公告）日：2000-05-23
• Elastic and Inelastic Electron Tunneling Spectroscopy of a New Rectifying Monolayer
  作者：Andrei Honciuc、Robert M. Metzger、Aijun Gong、Charles W. Spangler

  DOI：10.1021/ja068729g

  日期：2007.7.1

  Rectification of electrical current was observed in a Langmuir-Schaefer monolayer of fullerene-bis[ethylthio-tetrakis(3,4-dibutyl-2-thiophene-5-ethenyl)-5-bromo-3,4-dibutyl-2-thiophene] malonate, Au electrodes at room temperature (there are two regimes of asymmetry, at lower bias, i.e., between 0 and +/- 2 V, and at higher bias), and also between Pb and Al electrodes at 4.2 K. The latter experiment was coupled with second harmonic detection of the second derivative of the current with respect to voltage (d(2)I/dV(2)). The d(2)I/dV(2) spectrum shows intramolecular vibrations, and also two antisymmetric broad bands, centered at +/- 0.65 V, due to resonant electron tunneling between the Fermi level(s) of the electrodes and the lowest unoccupied molecular orbital of the molecule.