fluorene-4-carboxylic acid (triethyleneglycol monomethyl ether) ester | 226419-11-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: fluorene-4-carboxylic acid (triethyleneglycol monomethyl ether) ester
• 英文别名: 2-[2-(2-methoxyethoxy)ethoxy]ethyl 9H-fluorene-4-carboxylate
• CAS: 226419-11-0
• 化学式: C₂₁H₂₄O₅
• 分子量: 356.419
• InChiKey: KHNGCEFLULHTRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  fluorene-4-carboxylic acid (triethyleneglycol monomethyl ether) ester 在 硫酸 、 硝酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 9-(5-phenyl-1,2-dithiol-3-ylidene)-2,5,7-trinitro-4-[(3,6,9-trioxadecyl)oxycarbonyl]fluorene
  参考文献：
  名称：

  Electron Acceptors of the Fluorene Series. 9.¹ Derivatives of 9-(1,2-Dithiol-3-ylidene)-, 9-(1,3-Dithiol-2-ylidene)-, and 9-(1,3-Selenathiol-2-ylidene)fluorenes:  Synthesis, Intramolecular Charge Transfer, and Redox Properties

  摘要：

  The synthesis and physical properties of four series of novel fluorene push-pull compounds (4-7) of the D-pi-A type with intramolecular charge transfer (from 1,3- and 1,2-dithiole and 1,3-selenathiole donor (D) moieties) are described. The nature of the heteroatom (S or Se) in the donor fragment has no effect on the maxima of intramolecular absorption bands (lambda(ICT)), whereas a change of position of the heteroatoms in the dithiole moiety from 1,3 to 1,2 leads to a substantial bathochromic shift in lambda(ICT). Solvatochromism, thermochromism, and negative halochromism in these compounds are demonstrated. Cyclic voltammograms of 4-7 exhibit two, separate, single-electron reversible redox waves, the potentials of which (as well as the ICT energies in the molecules) are quantitatively described by sigma(p)(-) constants of the substituents in the fluorene ring. Compounds 4-7 exhibit reversible salt formation in sulfuric acid, and for compound 5g in diluted sulfuric acid an additional absorption in the near-IR region has been observed that we attribute to radical species formation from the equilibrium [5g-H](+) + 5g reversible arrow 5g(.+) + [5g-H](.).

  DOI：

  10.1021/jo990100r
• 作为产物：
  描述：

  芴-4-羧酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 反应 16.0h， 生成 fluorene-4-carboxylic acid (triethyleneglycol monomethyl ether) ester
  参考文献：
  名称：

  Skabara, Peter J.; Serebryakov, Igor M.; Perepichka, Igor F., Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 3, p. 505 - 513

  摘要：

  DOI：