3-bromo-2-methyl-5-(4-octyloxyphenyl)thiophene | 1046784-92-2

• 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-2-methyl-5-(4-octyloxyphenyl)thiophene
• CAS: 1046784-92-2
• 化学式: C₁₉H₂₅BrOS
• 分子量: 381.377
• InChiKey: PGPIJJFWPXMACW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.23
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  全氟环戊烯 、 3-bromo-2-methyl-5-(4-octyloxyphenyl)thiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以74%的产率得到3-(2,3,3,4,4,5,5-heptafluorocyclopent-1-enyl)-2-methyl-5(4-octyloxyphenyl)thiophene
  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
• 作为产物：
  描述：

  3,5-二溴-2-甲基噻吩 、 4-(n-octyloxy)-iodobenzene 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54%的产率得到3-bromo-2-methyl-5-(4-octyloxyphenyl)thiophene
  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

• Mechanical Behavior of Molecular Crystals Induced by Combination of Photochromic Reaction and Reversible Single-Crystal-to-Single-Crystal Phase Transition
  作者：Daichi Kitagawa、Kaito Kawasaki、Rika Tanaka、Seiya Kobatake

  DOI：10.1021/acs.chemmater.7b02558

  日期：2017.9.12

  molecular crystal induced by combination of a photochromic reaction and a reversible single-crystal-to-single-crystal (SCSC) phase transition. A crystal of a diarylethene having octyl group at both sides (1a) was found to undergo a reversible thermodynamic SCSC phase transition accompanying a change in crystal length, which was clarified by differential scanning calorimetry measurement, X-ray crystallographic

  我们在此报告了由光致变色反应和可逆单晶至单晶（SCSC）相变的组合所诱导的分子晶体的独特机械行为。两侧均带有辛基的二芳基乙烯晶体（1a）被发现经历伴随晶体长度变化的可逆热力学SCSC相变，这通过差示扫描量热法测量，X射线晶体学分析和晶体长度的直接显微镜观察得以澄清。此外，在紫外线照射下，二芳基乙烯晶体表现出不寻常的光机械行为。基于二芳基乙烯从开环异构体到闭环异构体的光异构化和可逆热力学SCSC相变，提出了这种行为的机理，该机理得到了光辐照晶体的热弯曲行为的充分支持。