bis(2-isopropyl-1-benzothiophen-3-yl)hexafluorocyclopentene | 139910-97-7

• 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: bis(2-isopropyl-1-benzothiophen-3-yl)hexafluorocyclopentene
• 英文别名: 1,2-bis(2-isopropyl-1-benzothiophen-3-yl)hexafluorocyclopentene；1,2-bis(2-isopropyl-3-benzothienyl)perfluorocyclopentene；3-[3,3,4,4,5,5-Hexafluoro-2-(2-propan-2-yl-1-benzothiophen-3-yl)cyclopenten-1-yl]-2-propan-2-yl-1-benzothiophene
• CAS: 139910-97-7
• 化学式: C₂₇H₂₂F₆S₂
• 分子量: 524.594
• InChiKey: ULSAHFSELFCNPB-UHFFFAOYSA-N

物化性质

• 沸点：
  537.4±50.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(2-isopropyl-1-benzothiophen-3-yl)hexafluorocyclopentene 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Substitution Effect on the Coloration Quantum Yield of a Photochromic Bisbenzothienylethene

  摘要：

  在双(1-苯并噻吩-3-基)六氟环戊烯的苯并噻吩环的2位和2'位引入异丙基取代基，增加了反平行构象的比例，并增强了环化反应的量子产率。

  DOI：

  10.1246/cl.1999.63
• 作为产物：
  描述：

  (1R,2R)-12,12,13,13,14,14-hexafluoro-1,2-di(propan-2-yl)-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene 以 正己烷 为溶剂， 生成 bis(2-isopropyl-1-benzothiophen-3-yl)hexafluorocyclopentene
  参考文献：
  名称：

  Uchida, Kingo; Tsuchida, Eriko; Nakamura, Sinichiro, Molecular Crystals and Liquid Crystals Science and Technology, Section A: Molecular Crystals and Liquid Crystals, 2000, vol. 345, p. 333/9 - 338/14

  摘要：

  DOI：

文献信息

• Photochromism of Diarylethenes Having Isopropyl Groups at the Reactive Carbons. Thermal Cycloreversion of the Closed-Ring Isomers
  作者：Seiya Kobatake、Kingo Uchida、Eriko Tsuchida、Masahiro Irie

  DOI：10.1246/cl.2000.1340

  日期：2000.11

  Diarylperfluorocyclopentenes having 2-isopropyl-5-phenylthiophene and 2-isopropyl-1-benzothiophene aryl groups underwent thermally reversible photochromism in solution. The photogenerated colored closed-ring isomers returned to the initial colorless open-ring isomers above 60 °C. The activation energies of the thermal cycloreversion were estimated to be 118 and 132 kJ/mol for the thiophene and benzothiophene derivatives, respectively.

  具有 2-异丙基-5-苯基噻吩和 2-异丙基-1-苯并噻吩芳基的二全氟环戊烯在溶液中发生热可逆光致变色。光生成的有色闭环异构体在 60 °C 以上又返回到最初的无色开环异构体。据估计，噻吩和苯并噻吩衍生物的热环化活化能分别为 118 和 132 kJ/mol。
• Photocyclization Reactions of Diarylethenes via the Excited Triplet State
  作者：Ryutaro Murata、Tomoaki Yago、Masanobu Wakasa

  DOI：10.1021/acs.jpca.5b08205

  日期：2015.11.12

  Cyclization reactions of three diarylethene derivatives, 1,2-bis(2-methyl-3-benzothienyl)-perfluorocydopentene), and 2-bis2-isor (BTHex 1, (p opyl-3-perfluorocydopentene (BT), 1,2-bis(2-hexyl-3-benzothienyl)-benzothienyl)perfluorocydopentene (BTiPr), via their excited triplet states were studied by means of steady-state and nanosecond transient absorption spectroscopy. The excited triplet states of BT, BTHex, and BTiPr were generated by energy transfer from the photoexcited triplet states of sensitizers such as xanthone, phenanthrene, and pyrene. The single-step quantum yields of the cydization reactions from the excited triplet states of BT, BTHex, and BTiPr were determined to be 0.34, 0.53, and 0.65, respectively. The triplet energies of these three BTs were estimated to be 190-200 kJ mol(-1).