3-(2-hydroxyethoxy) naphthalene-2-ol | 195731-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(2-hydroxyethoxy) naphthalene-2-ol
• 英文别名: 3-(2-Hydroxyethoxy)naphthalen-2-ol
• CAS: 195731-51-2
• 化学式: C₁₂H₁₂O₃
• 分子量: 204.225
• InChiKey: NMNCPBCLEXPHPE-UHFFFAOYSA-N

物化性质

• 沸点：
  408.3±20.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxyethoxy) naphthalene-2-ol 在 sodium hydroxide 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-(2-{2-[3-(2-{2-[2-(3-hydroxy-2-naphthyloxy)ethoxy]phenoxy}ethoxy)-2-naphthyloxy]ethoxy}phenoxy)ethanol
  参考文献：
  名称：

  Syntheses and Structures of Synthetic Carboxylic Ionophores Containing 2,3-Naphthylene Groups

  摘要：

  ω-羟基羧酸离子体 2-[[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-羟基乙氧基)苯氧基]乙氧基]苯氧基]乙氧基]苯氧基]乙氧基]苯氧基]甲基]苯甲酸的两种衍生物 1、2-[[3-[2-[2-[2-[2-[2-[3-(2-hydroxyethoxy)-2-naphthyloxy]ethoxy]phenoxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 2 and 2-[[3-[2-[2-[2-[3-[2-[2-(2-hydroxyethoxy)phenoxy]ethoxy]-2-naphthyloxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 3,制备了这两种化合物。通过单晶 X 射线分析，确定了 2 的 Rb 盐和 3 的 K 盐的结构。这两种离子团通过羟基和羧基之间头对尾的氢键形成拟环，并像网球的接缝一样将每个阳离子包围起来，形成亲脂复合物。不过，尽管两种疏水盐的一级结构相似，但它们的三维结构却各不相同，这可能是由于芳香环的相互作用造成的。

  DOI：

  10.1246/bcsj.70.1961
• 作为产物：
  描述：

  2,3-二羟基萘 、 2-氯乙醇 在 potassium hydroxide 作用下， 以 水 为溶剂， 以35 %的产率得到3-(2-hydroxyethoxy) naphthalene-2-ol
  参考文献：
  名称：

  基于 d-葡萄糖支架的芳基冠醚——氨基酸酯盐酸盐的高选择性受体

  摘要：

  开发了两种基于葡萄糖支架的芳基冠醚，用于选择性结合水中的氨基酸酯盐酸盐。含有苯环的受体以高对映选择性将客体与芳香族和疏水性侧链结合，而具有萘基官能团的受体则允许化学选择性地结合芳香族氨基酸酯。

  DOI：

  10.1002/ejoc.202300305

文献信息

• Epoxy-based oligomeric probe bearing naphthalene units for selective turn-OFF fluorescent sensing of fluoride anion
  作者：Samaresh Ghosh

  DOI：10.1080/10610278.2016.1139113

  日期：2016.12.1

  fluorescent probe for fluoride anion. The titled oligomer displayed fluorescence quenching upon addition of F−, resulting in selective detection of fluoride anion over other anions, such as AcO−, Cl−, Br−, I−, HSO4−, NO3− and H2PO4− in CH3CN. Fluorescence experiments suggest the significant influence of the oligomer chain on the sensitivity and selectivity of 1 towards fluoride anion. Graphical abstract

  摘要 据报道，在链端带有萘单元的简单环氧基低聚物 1 是氟阴离子的高选择性 ON-OFF 型荧光探针。标题寡聚体在添加 F- 后显示荧光猝灭，导致选择性检测氟阴离子而不是其他阴离子，例如 AcO-、Cl-、Br-、I-、HSO4-、NO3- 和 CH3CN 中的 H2PO4-。荧光实验表明低聚物链对 1 对氟阴离子的敏感性和选择性有显着影响。图形概要
• High-Intensity Focused Ultrasound-Induced Mechanochemical Transduction in Synthetic Elastomers
  申请人：The Board of Trustees of the University of Illinois

  公开号：US20200121810A1

  公开（公告）日：2020-04-23

  Provided herein are compositions and methods for remotely and non-invasively subjecting targeted biological structures with light emissions or chromogenic changes.

  本文提供了一种远程和非侵入性的方法和组合物，用于通过光发射或色素变化对目标生物结构进行作用。
• Regioisomer-Specific Mechanochromism of Naphthopyran in Polymeric Materials
  作者：Maxwell J. Robb、Tae Ann Kim、Abigail J. Halmes、Scott R. White、Nancy R. Sottos、Jeffrey S. Moore

  DOI：10.1021/jacs.6b07610

  日期：2016.9.28

  Transformation of naphthopyran into a colored merocyanine species in polymeric materials is achieved using mechanical force. We demonstrate that the mechanochemical reactivity of naphthopyran is critically dependent on the regiochemistry, with only one particular substitution pattern leading to successful mechanochemical activation. Two alternative regioisomers with different polymer attachment points are demonstrated to be mechanochemically inactive. This trend in reactivity is accurately predicted by DFT calculations, reinforcing predictive capabilities in mechanochemical systems. We rationalize the reactivity differences between naphthopyran regioisomers in terms of the alignment of the target C-O pyran bond with the direction of the applied mechanical force and its effect on mechanochemical transduction along the reaction coordinate.
• Syntheses and Structures of Synthetic Carboxylic Ionophores Containing 2,3-Naphthylene Groups
  作者：Noriko Chikaraishi-Kasuga、Ken-ichi Onoue、Yutaka Osawa、Seiichi Nakahama、Yuji Ohashi、Kazuo Yamaguchi

  DOI：10.1246/bcsj.70.1961

  日期：1997.8

  Two derivatives of ω-hydroxy carboxylic ionophore 2-[[2-[2-[2-[2-[2-[2-[2-(2-hydroxyethoxy)phenoxy]ethoxy]phenoxy]ethoxy]phenoxy]ethoxy]phenoxy]methyl]benzoic acid 1, 2-[[3-[2-[2-[2-[2-[2-[3-(2-hydroxyethoxy)-2-naphthyloxy]ethoxy]phenoxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 2 and 2-[[3-[2-[2-[2-[3-[2-[2-(2-hydroxyethoxy)phenoxy]ethoxy]-2-naphthyloxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 3, were prepared. Both compounds exhibited high K+ selectivity over Na+, as did 1. The structures of the Rb salt of 2 and the K salt of 3 were determined by single-crystal X-ray analyses. Both ionophores formed psuedocycles by a head-to-tail hydrogen bond between the hydroxy and carboxylato groups and enclosed each cation like the seam of a tennis ball to make lipophilic complexes. However, the three-dimensional structures of the two hydrophobic salts differed from each other in spite of the similarity of the primary structures, which might be due to the interaction of the aromatic rings.

  ω-羟基羧酸离子体 2-[[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-羟基乙氧基)苯氧基]乙氧基]苯氧基]乙氧基]苯氧基]乙氧基]苯氧基]甲基]苯甲酸的两种衍生物 1、2-[[3-[2-[2-[2-[2-[2-[3-(2-hydroxyethoxy)-2-naphthyloxy]ethoxy]phenoxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 2 and 2-[[3-[2-[2-[2-[3-[2-[2-(2-hydroxyethoxy)phenoxy]ethoxy]-2-naphthyloxy]ethoxy]phenoxy]ethoxy]-2-naphthyloxy]methyl]benzoic acid 3,制备了这两种化合物。通过单晶 X 射线分析，确定了 2 的 Rb 盐和 3 的 K 盐的结构。这两种离子团通过羟基和羧基之间头对尾的氢键形成拟环，并像网球的接缝一样将每个阳离子包围起来，形成亲脂复合物。不过，尽管两种疏水盐的一级结构相似，但它们的三维结构却各不相同，这可能是由于芳香环的相互作用造成的。
• Aryl Crown Ethers Based on <scp>d</scp>‐Glucose Scaffold – Highly Selective Receptors of Amino Acid Ester Hydrochlorides
  作者：Man Him Chak、Martin Schnurr、Bartosz Lewandowski

  DOI：10.1002/ejoc.202300305

  日期：2023.7.17

  Two aryl crown ethers based on a glucose scaffold were developed for the purpose of selective binding of amino acid ester hydrochlorides in water. Whereas the receptor containing a phenyl ring binds guests with aromatic and hydrophobic sidechains with high enantioselectivity, the receptor with a naphthyl functionality allows for chemoselective binding of aromatic amino acid esters.

  开发了两种基于葡萄糖支架的芳基冠醚，用于选择性结合水中的氨基酸酯盐酸盐。含有苯环的受体以高对映选择性将客体与芳香族和疏水性侧链结合，而具有萘基官能团的受体则允许化学选择性地结合芳香族氨基酸酯。