2-Methoxynaphthalene-1-carbothioamide | 927978-37-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Methoxynaphthalene-1-carbothioamide
• CAS: 927978-37-8
• 化学式: C₁₂H₁₁NOS
• 分子量: 217.291
• InChiKey: HQMVXRFFYCFIDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methoxynaphthalene-1-carbothioamide 在 三溴化硼 、 对甲苯磺酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  New regioisomeric naphthol–thiazole based ‘turn-on’ fluorescent chemosensor for Al3+

  摘要：

  Two new reactive and highly selective turn-on fluorescent chemosensors based on the position of ring annulation of the naphthalene thiazole moiety for aluminum ions in ethanol, were synthesized and investigated. It was found that sensors 2 and 4 exhibited a remarkable enhancement of emission upon complexation with Al3+. A TD-B3LYP/6-31G(d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensors 2 and 4 upon Al3+ complexation. The mechanism of fluorescence was based on the cation promoted hydrolysis of ester and subsequent complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these types of unique photophysical properties. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.038

文献信息

• New regioisomeric naphthol-substituted thiazole based ratiometric fluorescence sensor for Zn2+ with a remarkable red shift in emission spectra
  作者：Aasif Helal、Mohammad Harun Or Rashid、Cheol-Ho Choi、Hong-Seok Kim

  DOI：10.1016/j.tet.2011.10.106

  日期：2012.1

  Ratiometric fluorescent chemosensors based on the position of ring annulation of the naphthol-thiazole moiety for quantification of zinc ions in aqueous ethanol were synthesized and investigated. It was found that sensor 3 exhibited a remarkably large red shift of 140 nm in emission upon complexation with Zn2+. A TD-B3LYP/6-31G (d,p) calculation was performed to characterize the nature of the fluorescence behavior of sensor 3 upon Zn2+ complexation. The combination of experimental and computational analyses provides a more complete understanding of the molecular level origin of these unique photophysical properties of this type of chemosensor. (C) 2011 Elsevier Ltd. All rights reserved.