| 1226903-98-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• CAS: 1226903-98-5
• 化学式: C₁₈H₁₆F₂N₂S₂
• 分子量: 362.467
• InChiKey: JYKUXFJHXSBKMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-Fluormethyl-3-methylbenzothiazoliumtetrafluoroborat 在 sodium hydride 作用下， 以 乙二醇二甲醚 、 mineral oil 为溶剂， 反应 20.0h， 生成 2-fluoromethylene-3-methyl-2,3-dihydro-benzothiazole 、
  参考文献：
  名称：

  Synthesis of the first representative of dicarbothiacyanine dyes with completely fluorinated polymethine chain

  摘要：

  2-Iodobenzothiazole was reacted with tributyl(pentafluorobutadienyl)tin in the Stille reaction conditions to give 2-pentafluorobutadienylbenzothiazole 1. The quaternary salt of 1 via interaction with 2-fluoromethylbenzothiazole methylene base, obtained in situ, forms two cyanine dyes 8 and 9 as a result of nucleophilic attack of two different positions of perfluorobutadiene chain. The pure 2-fluoromethylbenzothiazole methylene base (in a dimer form) was obtained by deprotonation of the corresponding salt by NaH and on reacting with I forms the dye base 11 that underwent electrocyclization and subsequent HF addition to form the cyclohexadiene 12 identified by X-ray analysis data. Upon quaternization and HF abstraction by toluidine the recyclization occurred and dye 8 - the first representative of dicarbothiacyanine dyes with perfluorinated polymethine chain - was obtained. It has lambda(max) = 691 nm, that is 41 nm more than in non fluorinated dye, vinylene shift is equal to 111 nm. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.11.012