1-laurylpyrene-8-carboxylic acid | 136424-60-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-laurylpyrene-8-carboxylic acid
• CAS: 136424-60-7
• 化学式: C₂₉H₃₄O₂
• 分子量: 414.588
• InChiKey: IBBCGMVFANGJRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.75
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-dodecyl-1-pyrene 在 potassium permanganate 、 三氯氧磷 作用下， 以 水 、 丙酮 为溶剂， 生成 1-laurylpyrene-8-carboxylic acid
  参考文献：
  名称：

  Control of headgroup orientation of monolayer by glucolipid

  摘要：

  The mixed monolayers of 1-laurylpyrene-8-carboxylic acid (LP8C) and glucolipids have been studied by measuring pressure-area isotherms and fluorescence spectral changes during compression. LP8C itself does not form a monolayer on pure water and is dispersed as a solid which shows a blue-shifted excimer-like fluorescence at around 470 nm. The 1:1 mixture of LP8C and stearyl alpha-D-glucopyranoside (SGP), however, forms a relatively stable monolayer having a collapse pressure of 36 mN/m. The fluorescence maximum of the LP8C-SGP monolayer is 520 nm. Glycerol alpha-monostearate (GMS), stearyl tetrakis(2,3,4,6-O-methyl)-alpha-D-glucopyranoside (MeSGP), and stearyl tetrakis(2,3,4,6-O-acetyl)-alpha-D-glucopyranoside (AcSGP) do not show the same effect as does SGP, the fluorescence maxima of the mixed monolayers of LP8C and these hydrocarbons being 470 nm. These results can be explained on the basis that the pyrene chromophores are well ordered at the air-water interface by hydrogen bonding between the carboxyl groups of LP8C and the hydroxyl groups of SGP. The fluorescence of dansyllaurylamine suggests that the dehydration from the headgroups of SGP readily occurs during the compression of the monolayer. The easy dehydration from the headgroups may be essential to from the intermolecular hydrogen bonds at the interface.

  DOI：

  10.1021/j100173a052