2-[3-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-6-(2-methyl-1,3-dioxolan-2-yl)-1-benzothiophen-3-yl]cyclopenten-1-yl]-2-methyl-1-benzothiophen-6-yl]-2-methyl-1,3-dioxolane | 900165-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2-[3-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-6-(2-methyl-1,3-dioxolan-2-yl)-1-benzothiophen-3-yl]cyclopenten-1-yl]-2-methyl-1-benzothiophen-6-yl]-2-methyl-1,3-dioxolane
• CAS: 900165-92-6
• 化学式: C₃₁H₂₆F₆O₄S₂
• 分子量: 640.667
• InChiKey: GDQPRHJEIIFSCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  43
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.42
• 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：

  2-[3-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-6-(2-methyl-1,3-dioxolan-2-yl)-1-benzothiophen-3-yl]cyclopenten-1-yl]-2-methyl-1-benzothiophen-6-yl]-2-methyl-1,3-dioxolane 在 盐酸 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 1,2-bis(6-acetyl-2-methyl-1,1-dioxo-1-benzothiophen-3-yl)-3,3,4,4,5,5-hexafluorocyclopent-1-ene
  参考文献：
  名称：

  Development of highly fluorescent photochromic material with high fatigue resistance

  摘要：

  Efficient and reversible fluorescence modulation with excellent photo-stability was achieved from a sulfone form of diacetyl diarylethene, 1,2-bis(6-acetyl-2-methyl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentene (DABTFO4). The DABTFO4 emits strong fluorescence in the closed-ring isomer even in the absence of extra fluorophores. The fluorescence quantum yield, fatigue resistance, and photo-cyclization yield of DABTFO4 were significantly improved compared with the unsubstituted 1,2-bis(2-methyl-1-benzothiophene-1, 1-dioxide-3-yl)perfluorocyclopentene (BTFO4) and the sulfide analogue, 1,2-bis(6-acetyl-2-methyl-l-benzothiophene-3-yl)perfluorocyclopentene (DABTF6). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.029
• 作为产物：
  描述：

  乙二醇 、 1,2-bis(6-acetyl-2-methylbenzothiophen-3-yl)hexafluorocyclopentene 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 48.0h， 以95%的产率得到2-[3-[3,3,4,4,5,5-Hexafluoro-2-[2-methyl-6-(2-methyl-1,3-dioxolan-2-yl)-1-benzothiophen-3-yl]cyclopenten-1-yl]-2-methyl-1-benzothiophen-6-yl]-2-methyl-1,3-dioxolane
  参考文献：
  名称：

  Development of highly fluorescent photochromic material with high fatigue resistance

  摘要：

  Efficient and reversible fluorescence modulation with excellent photo-stability was achieved from a sulfone form of diacetyl diarylethene, 1,2-bis(6-acetyl-2-methyl-1-benzothiophene-1,1-dioxide-3-yl)perfluorocyclopentene (DABTFO4). The DABTFO4 emits strong fluorescence in the closed-ring isomer even in the absence of extra fluorophores. The fluorescence quantum yield, fatigue resistance, and photo-cyclization yield of DABTFO4 were significantly improved compared with the unsubstituted 1,2-bis(2-methyl-1-benzothiophene-1, 1-dioxide-3-yl)perfluorocyclopentene (BTFO4) and the sulfide analogue, 1,2-bis(6-acetyl-2-methyl-l-benzothiophene-3-yl)perfluorocyclopentene (DABTF6). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.04.029