1,2-bis[5-(1,3-dioxolan-2-yl)-2-ethyl-3-thienyl]-3,3,4,4,5,5-hexafluorocycloent-1-ene | 872716-04-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1,2-bis[5-(1,3-dioxolan-2-yl)-2-ethyl-3-thienyl]-3,3,4,4,5,5-hexafluorocycloent-1-ene
• 英文别名: 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)]-3-thienyl}perfluorocyclopentene；2-[4-[2-[5-(1,3-Dioxolan-2-yl)-2-ethylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-ethylthiophen-2-yl]-1,3-dioxolane；2-[4-[2-[5-(1,3-dioxolan-2-yl)-2-ethylthiophen-3-yl]-3,3,4,4,5,5-hexafluorocyclopenten-1-yl]-5-ethylthiophen-2-yl]-1,3-dioxolane
• CAS: 872716-04-6
• 化学式: C₂₃H₂₂F₆O₄S₂
• 分子量: 540.548
• InChiKey: SYMQCLROMCBWKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  93.4
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1,2-bis[5-(1,3-dioxolan-2-yl)-2-ethyl-3-thienyl]-3,3,4,4,5,5-hexafluorocycloent-1-ene 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, crystal structure and characterization of photochromic 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)]-3-thienyl}perfluorocyclopentene

  摘要：

  A novel photochromic diarylethene, 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)1-3-thienyllperfluorocyclopentene (BEDTP), was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. Its photochromic and fluorescent properties were also investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to magenta after irradiation with UV light both in solution and in the crystalline phase. In hexane solution, the open-ring isomer of BEDTP exhibited relatively strong fluorescence at 400 nm when excited at 282 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 254 nm light and its closed-ring isomer showed almost no fluorescence. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2006.03.014
• 作为产物：
  描述：

  5-乙基-2-噻吩甲醛 在 正丁基锂 、 溴 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 39.0h， 生成 1,2-bis[5-(1,3-dioxolan-2-yl)-2-ethyl-3-thienyl]-3,3,4,4,5,5-hexafluorocycloent-1-ene
  参考文献：
  名称：

  Synthesis, crystal structure and characterization of photochromic 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)]-3-thienyl}perfluorocyclopentene

  摘要：

  A novel photochromic diarylethene, 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)1-3-thienyllperfluorocyclopentene (BEDTP), was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. Its photochromic and fluorescent properties were also investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to magenta after irradiation with UV light both in solution and in the crystalline phase. In hexane solution, the open-ring isomer of BEDTP exhibited relatively strong fluorescence at 400 nm when excited at 282 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 254 nm light and its closed-ring isomer showed almost no fluorescence. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2006.03.014

文献信息

• 1,2-Bis[5-(1,3-dioxolan-2-yl)-2-ethyl-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, a photochromic dithienylethene
  作者：Shou-Zhi Pu、Tian-She Yang、Ru-Ji Wang、Jing-Kun Xu

  DOI：10.1107/s0108270105025758

  日期：2005.9.15

  The title compound, C23H22F6O4S2, a photochromic dithienylethene, is a promising material for optical storage and other optoelectrical devices. The molecule adopts a photoactive antiparallel conformation in the crystalline state. The distance between the two reactive C atoms which are involved in potential ring closure is 3.829 (4) angstrom. The dihedral angles between the central cyclopentene ring and the adjacent thiophene rings are 55.38 (7) and 54.81 (9)degrees. The colourless crystals turn magenta when exposed to UV radiation and the process is reversible.
• Synthesis, crystal structure and characterization of photochromic 1,2-bis{2-ethyl-5-[2-(1,3-dioxolane)]-3-thienyl}perfluorocyclopentene
  作者：Shouzhi Pu、Tianshe Yang、Ruji Wang、Fushi Zhang、Jingkun Xu

  DOI：10.1016/j.saa.2006.03.014

  日期：2007.2

  A novel photochromic diarylethene, 1,2-bis2-ethyl-5-[2-(1,3-dioxolane)1-3-thienyllperfluorocyclopentene (BEDTP), was synthesized and its structure was determined by single-crystal X-ray diffraction analysis. Its photochromic and fluorescent properties were also investigated. The results showed that this compound exhibited reversible photochromism, changing from colorless to magenta after irradiation with UV light both in solution and in the crystalline phase. In hexane solution, the open-ring isomer of BEDTP exhibited relatively strong fluorescence at 400 nm when excited at 282 nm. The fluorescence intensity decreased along with the photochromism upon irradiation with 254 nm light and its closed-ring isomer showed almost no fluorescence. (c) 2006 Elsevier B.V. All rights reserved.