1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal) | 909533-94-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal)
• CAS: 909533-94-4
• 化学式: C₁₁H₈Br₂F₂S₅
• 分子量: 498.319
• InChiKey: QNOHCVWDRAFWKM-UHFFFAOYSA-N

物化性质

• 熔点：
  213-215 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  577.2±50.0 °C(Predicted)
• 密度：
  2.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  129
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal) 在 四(三苯基膦)钯 、 氟化氢吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 12.0h， 生成 4,4,5,5,6,6-Hexafluoro-1,3-bis-(5-tridecafluorohexyl-thiophen-2-yl)-5,6-dihydro-4H-cyclopenta[c]thiophene
  参考文献：
  名称：

  Electronegative Oligothiophenes Based on a Hexafluorocyclopentene-Annelated Thiophene Unit

  摘要：

  [GRAPHICS]The synthesis of hexafluorocyclopenta[c] thiophene and its based oligothiophenes is described. The effectiveness of a hexafluorocyclopentene unit to lower the LUMO level without disturbing the effective conjugation could be unambiguously clarified by spectroscopic measurements and X-ray analysis.

  DOI：

  10.1021/ol062238j
• 作为产物：
  描述：

  1,3-dibromo-cyclopenta[c]thiophene-4,6-dione 在 N-fluoro-6-(trifluoromethyl)pyridinium-2-sulfonate 、 boron trifluoride diacetate 作用下， 以 氯仿 、 乙酸乙酯 为溶剂， 反应 10.0h， 生成 1,3-Dibromo-5,5-difluoro-5,6-dihydro-4H-cyclopenta[c]thiophene-4,6-dione bis(ethane-1,2-diyl dithioacetal)
  参考文献：
  名称：

  Electronegative Oligothiophenes Based on a Hexafluorocyclopentene-Annelated Thiophene Unit

  摘要：

  [GRAPHICS]The synthesis of hexafluorocyclopenta[c] thiophene and its based oligothiophenes is described. The effectiveness of a hexafluorocyclopentene unit to lower the LUMO level without disturbing the effective conjugation could be unambiguously clarified by spectroscopic measurements and X-ray analysis.

  DOI：

  10.1021/ol062238j

文献信息

• EP1857452
  申请人：——

  公开号：——

  公开（公告）日：——
• Condensation Compound Between Fluorinated Cyclopentane Ring and Aromatic Ring, and Process for Producing the Same
  申请人：Ie Yutaka

  公开号：US20080207922A1

  公开（公告）日：2008-08-28

  A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors. When it is polymerized and thereby the π-electronic conjugation is extended, it also is expected to be applied to, for example, n-type organic semiconductors and molecular wires that are indispensable for developing molecular electronics elements.
• Polymer Comprising Unit Comprising Fluorocyclopentane Ring Fused With Aromatic Ring and Organic Thin Film and Organic Thin Film Element Both Comprising the Same
  申请人：Ie Yutaka

  公开号：US20080302419A1

  公开（公告）日：2008-12-11

  A polymer comprising a repeating unit represented by the following general formula (I). (In the formula, Ar 1 represents a divalent aromatic hydrocarbon or divalent heterocyclic group, X 1 , Y 1 , X 2 and Y 2 each independently represent a fluorine atom or alkylthio group, and X 1 and Y 1 and X 2 and Y 2 may together form a carbonyl or thiocarbonyl group with their bonding carbon atom.)
• CONDENSATION COMPOUND BETWEEN FLUORINATED CYCLOPENTANE RING AND AROMATIC RING, AND PROCESS FOR PRODUCING THE SAME
  申请人：IE Yutaka

  公开号：US20110213162A1

  公开（公告）日：2011-09-01

  A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors. When it is polymerized and thereby the π-electronic conjugation is extended, it also is expected to be applied to, for example, n-type organic semiconductors and molecular wires that are indispensable for developing molecular electronics elements.
• US7932347B2
  申请人：——

  公开号：US7932347B2

  公开（公告）日：2011-04-26