3-bromo-5-(4-(methoxymethoxy)phenyl)-2-methylthiophene | 1046785-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-bromo-5-(4-(methoxymethoxy)phenyl)-2-methylthiophene
• 英文别名: 3-Bromo-5-[4-(methoxymethoxy)phenyl]-2-methylthiophene；3-bromo-5-[4-(methoxymethoxy)phenyl]-2-methylthiophene
• CAS: 1046785-05-0
• 化学式: C₁₃H₁₃BrO₂S
• 分子量: 313.215
• InChiKey: SQUYHBHNCVLTEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  全氟环戊烯 、 3-bromo-5-(4-(methoxymethoxy)phenyl)-2-methylthiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以39.6%的产率得到1,2-bis[2-methyl-5-(4-(methoxymethoxy)phenyl)thiophen-3-yl]perfluorocyclopentene
  参考文献：
  名称：

  具有两亲性侧链的光致变色二硫醚的自组装：核心链比率取决于超分子结构

  摘要：

  合成了具有不同长度和数量的聚乙二醇侧链的光致变色二芳基乙烯衍生物，并研究了它们的光致变色性能和自组装行为。衍生物的自组装行为在很大程度上取决于疏水核与两亲侧链之间的比例。根据UV / Vis吸收光谱，CD光谱和动态光散射实验，这些衍生物显示出组装结构的不同尺寸分布和在水中的不同溶解度。在闭环异构体中观察到的诱导CD信号的强度对于具有两个六甘醇侧链的分子是最大的。研究了核心链比率与自组装结构规律性之间的关系。

  DOI：

  10.1002/asia.200800340
• 作为产物：
  描述：

  3,5-二溴-2-甲基噻吩 、 1-溴-4-(甲氧基甲氧基)苯 在 正丁基锂 、 硼酸三丁酯 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 1.5h， 以79%的产率得到3-bromo-5-(4-(methoxymethoxy)phenyl)-2-methylthiophene
  参考文献：
  名称：

  Reversible Photoinduced Change in Molecular Ordering of Diarylethene Derivatives at a Solution−HOPG Interface

  摘要：

  A diarylethene-pyrene diad and a diarylethene-pyrene-diaryiethene triad were synthesized to investigate the photoinduced two-dimensional ordering change at a solution-HOPG interface. The molecular arrangements were detected by STM. The different photochromic isomers showed different orderings reflecting the differences in their molecular structures. For the diaryiethene-pyrene-diarylethene triad, a new ordering appeared upon irradiation with UV light and returned to the original ordering upon subsequent irradiation with visible light. The new arrangement was assigned to the ordering of the closed-closed isomers based on the images of the isolated open- and closed-isomers. The relationship between the nature of the two-dimensional ordering and the molecular structure is discussed.

  DOI：

  10.1021/ja711041p

文献信息

• Solvent effect on photochromism of a dithienylperfluorocyclopentene having diethylamino group
  作者：Seiya Kobatake、Yuko Terakawa、Hiroyuki Imagawa

  DOI：10.1016/j.tet.2009.05.053

  日期：2009.8

  Some photochromic diarylethenes having polar substituents were synthesized, and their photochromic behavior was examined. They exhibited photochromism with the similar photoreactivity in a non-polar solvent. However, the photocyclization quantum yield of dithienylperfluorocyclopentene having diethylamino group was found to decrease in polar solvents. The yield in acetonitrile was estimated to be 60 times smaller than that in hexane. The yields determined in various solvents were found to be correlated with the solvent polarity parameter E-T(30). Such an effect was not observed in dithienylfluorocyclopentenes bearing methoxy or acetoxy group and in non-fluorinated dithienylcyclopentene bearing diethylamino group. (C) 2009 Elsevier Ltd. All rights reserved.
• Reversible Photoinduced Change in Molecular Ordering of Diarylethene Derivatives at a Solution−HOPG Interface
  作者：Ryota Arai、Shinobu Uemura、Masahiro Irie、Kenji Matsuda

  DOI：10.1021/ja711041p

  日期：2008.7.1

  A diarylethene-pyrene diad and a diarylethene-pyrene-diaryiethene triad were synthesized to investigate the photoinduced two-dimensional ordering change at a solution-HOPG interface. The molecular arrangements were detected by STM. The different photochromic isomers showed different orderings reflecting the differences in their molecular structures. For the diaryiethene-pyrene-diarylethene triad, a new ordering appeared upon irradiation with UV light and returned to the original ordering upon subsequent irradiation with visible light. The new arrangement was assigned to the ordering of the closed-closed isomers based on the images of the isolated open- and closed-isomers. The relationship between the nature of the two-dimensional ordering and the molecular structure is discussed.
• Self-Assembly of Photochromic Diarylethenes with Amphiphilic Side Chains: Core-Chain Ratio Dependence on Supramolecular Structures
  作者：Takashi Hirose、Masahiro Irie、Kenji Matsuda

  DOI：10.1002/asia.200800340

  日期：2009.1.5

  diarylethene derivatives having different lengths and numbers of poly(ethylene glycol) side chains were synthesized and their photochromic property and self‐assembling behavior were investigated. The self‐assembling behavior of the derivatives strongly depends upon the ratio between the hydrophobic core and the amphiphilic side chain. According to UV/Vis absorption spectroscopy, CD spectroscopy, and dynamic light

  合成了具有不同长度和数量的聚乙二醇侧链的光致变色二芳基乙烯衍生物，并研究了它们的光致变色性能和自组装行为。衍生物的自组装行为在很大程度上取决于疏水核与两亲侧链之间的比例。根据UV / Vis吸收光谱，CD光谱和动态光散射实验，这些衍生物显示出组装结构的不同尺寸分布和在水中的不同溶解度。在闭环异构体中观察到的诱导CD信号的强度对于具有两个六甘醇侧链的分子是最大的。研究了核心链比率与自组装结构规律性之间的关系。