2-(2-naphthoxy)ethyl-2-(piperidino)ethanesulfonate | 278779-80-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-naphthoxy)ethyl-2-(piperidino)ethanesulfonate
• 英文别名: NOEPES；2-Piperidinoethanesulfonic acid 2-(2-naphthoxy)ethyl ester；2-naphthalen-2-yloxyethyl 2-piperidin-1-ylethanesulfonate
• CAS: 278779-80-9
• 化学式: C₁₉H₂₅NO₄S
• 分子量: 363.478
• InChiKey: FZZIDGJDIIXYLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  64.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-naphthoxy)ethyl-2-(piperidino)ethanesulfonate 、 反式,反式-1,3-丁二烯-1,4-二羧酸 在 18-冠醚-6 、 potassium carbonate 作用下， 反应 1.5h， 生成
  参考文献：
  名称：

  A Non-fluorescent Derivative from Derivatizing trans, trans-Muconic Acid with 2-(2-Naphthoxy)ethyl-2-(piperidino)ethanesulfonate

  摘要：

  trans, trans-Muconic acid (MA) is a polar metabolite of benzene and used as a biomarker for monitoring human exposure to benzene. Because MA is a trace metabolite, sensitive method is required for its detection. In addition, MA is a highly polar compound with dicarboxyl functions that could incur unfavorable adsorption on silica-based stationary phase usually used for separation. To address these problems, we planned to derivatize MA with a fluorescent reagent 2-(2-naphthoxy)ethyl-2-(piperidino)ethanesulfonate to give a naphthoxy derivative of MA for improving detection sensitivity and chromatographic properties. Surprisingly, the resulting derivative shows no fluorescent activity (λex: 226 nm; λem: 350 nm). The negative results could be used as an instructive example for discussing on fluorescence quenching.

  DOI：

  10.1007/s10895-009-0560-1