4-bromo-5-n-hexyl-2-formylthiophene | 944243-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-bromo-5-n-hexyl-2-formylthiophene
• 英文别名: 5-hexyl-4-bromo-2-thiophenecarbaldehyde；4-Bromo-5-hexylthiophene-2-carbaldehyde
• CAS: 944243-49-6
• 化学式: C₁₁H₁₅BrOS
• 分子量: 275.209
• InChiKey: XMASLUARDPVTDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  4-bromo-5-n-hexyl-2-formylthiophene 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 生成 1,2-bis{2-n-hexyl-5-[2-(1,3-dioxolane)]-3-thienyl}perfluorocyclopentene
  参考文献：
  名称：

  Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

  摘要：

  Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl) perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.049
• 作为产物：
  描述：

  2-正己基噻吩 在 溴 、 溶剂黄146 、 三氯氧磷 作用下， 生成 4-bromo-5-n-hexyl-2-formylthiophene
  参考文献：
  名称：

  Synthesis and the effect of alkyl chain length on optoelectronic properties of diarylethene derivatives

  摘要：

  Photochromic symmetrical diarylethene derivatives 1a-6a bearing different long alkyl chains at 2-position of thiophene rings have been synthesized and their structures have been determined by single-crystal X-ray diffraction analysis. The effect of alkyl chain length on their optoelectronic properties, such as photochromism in solution as well as in the crystalline phase and electrochemical performance was investigated in detail. These diarylethenes have showed good photochromic behavior both in solution and in the single crystalline phase. Introduction of the long alkyl chains at 2-position of bis(5-formyl-3-thienyl) perfluorocyclopentene increased the absorption coefficients of both open- and closed-ring isomers and induced bathochromic shifts of the maximal wavelength absorption of the closed-ring isomers. The long alkyl chains can also decrease the cyclization/cycloreversion quantum yields and the oxidation potentials. The cyclic voltammetry indicated that the band gap of these diarylethene derivatives was significantly affected by the alkyl chain length. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.04.049

文献信息

• 一类近红外吸收的两亲性二芳烯光致变色分子的制备及可逆光热、光声的应用
  申请人：北京化工大学

  公开号：CN113620940A

  公开（公告）日：2021-11-09

  一类近红外吸收的两亲性二芳烯光致变色分子的制备及可逆光热、光声的应用，属于功能性材料技术领域。结构如下：或其中R1、R2、R3均选自C1‑C6的直链烷基。与白蛋白组装后的光致变色蛋白纳米颗粒，可用于制备光热治疗材料、光声造影剂。