2-(2-{3-[2-(2-hydroxyethoxy)ethoxy]naphthalen-2-yloxy}ethoxy)ethanol | 89011-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-{3-[2-(2-hydroxyethoxy)ethoxy]naphthalen-2-yloxy}ethoxy)ethanol
• 英文别名: 2,3-bis[2-(2-hydroxyethoxy)ethoxy]naphthalene；2-[2-[3-[2-(2-Hydroxyethoxy)ethoxy]naphthalen-2-yl]oxyethoxy]ethanol
• CAS: 89011-99-4
• 化学式: C₁₈H₂₄O₆
• 分子量: 336.385
• InChiKey: IAKGTMJGMJHPTP-UHFFFAOYSA-N

物化性质

• 熔点：
  55-56 °C
• 沸点：
  537.1±50.0 °C(Predicted)
• 密度：
  1.208±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  77.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-{3-[2-(2-hydroxyethoxy)ethoxy]naphthalen-2-yloxy}ethoxy)ethanol 在 sodium hydroxide 、 对甲苯磺酰氯 作用下， 以 1,4-二氧六环 为溶剂， 以90%的产率得到2,3-萘并-15-冠醚-5
  参考文献：
  名称：

  Czech, B.; Czech, A.; Bartsch, R. A., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 341 - 343

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二羟基萘 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 正丁醇 为溶剂， 反应 31.0h， 生成 2-(2-{3-[2-(2-hydroxyethoxy)ethoxy]naphthalen-2-yloxy}ethoxy)ethanol
  参考文献：
  名称：

  Czech, B.; Czech, A.; Bartsch, R. A., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 341 - 343

  摘要：

  DOI：

文献信息

• Novel C1-symmetric chiral crown ethers bearing rosin acids groups: synthesis and enantiomeric recognition for ammonium salts
  作者：Lu-zhi Liu、Chun-huan He、Lin Yang、Yan Huang、Qiang Wu、Wen-gui Duan、Heng-shan Wang、Ying-ming Pan

  DOI：10.1016/j.tet.2014.10.050

  日期：2014.12

  novel C1-symmetric chiral crown ethers including 28-crown-8, 20-crown-6, 17-crown-5 and 14-crown-3 (9a–m) were synthesized and their enantiodiscriminating abilities with protonated primary amines (10–14) were examined by 1H NMR spectroscopy. 20-crown-6 crown ethers exhibited good chiral recognition properties toward these guests and showed different complementarity to some chiral guests, indicating

  合成了四种新型的C 1-对称的手性冠醚，包括28冠8、20冠6、17冠5和14冠3（9a - m），以及它们与质子化伯胺的对映能力。 （10 – 14）人接受了1次检查1 H NMR光谱。20冠6冠醚对这些客体表现出良好的手性识别特性，并且与某些手性客体表现出不同的互补性，表明20冠6冠醚可以用作手性NMR溶剂确定这些客人的对映体纯度。此外，还通过计算建模和实验计算研究了宿主与客体之间的结合模型和结合位点。
• Synthesis and extraction properties of some lariat ethers derived from the spontaneously resolved guaifenesin, 3-(2-methoxyphenoxy)propane-1,2-diol
  作者：Zemfira A. Bredikhina、Rimma M. Eliseenkova、Robert R. Fayzullin、Viktorina G. Novikova、Sergey V. Kharlamov、Dilyara R. Sharafutdinova、Shamil K. Latypov、Alexander A. Bredikhin

  DOI：10.3998/ark.5550190.0012.a02

  日期：——

  Capable of spontaneous resolution rac-3-(2-methoxyphenoxy)propane-1,2-diol, guaifenesin 1 has been proposed as a cheap and readily available enantiopure precursor for the synthesis of nonracemic crown ethers having ligating OAr and OMe arms (lariat ethers). The crowns studied failed to form stable host/guest complexes with amine hydrochloride salts; the effective complexation was achieved using hexafluorophosphate

  能够自发拆分外消旋-3-(2-甲氧基苯氧基)丙烷-1,2-二醇，愈创甘油醚 1 已被提议作为一种廉价且容易获得的对映体纯前体，用于合成具有结扎 OAr 和 OMe 臂的非外消旋冠醚（套索醚） ）。研究的牙冠未能与胺盐酸盐形成稳定的宿主/客体复合物；使用六氟磷酸盐实现了有效的络合。套索醚11c 实现了R*NH2·HPF6 的适度对映体识别。总的来说，提取的对映选择性与套索醚的提取能力成反比。
• Guest-induced stereoselective self-assembly of quinoline-containing Pd^II and Pt^II metallacycles
  作者：Víctor Blanco、Dolores Abella、Tamara Rama、Cristina Alvariño、Marcos D. García、Carlos Peinador、José M. Quintela

  DOI：10.1039/c6ra14909j

  日期：——

  A family of mono- and dinuclear metallacycles has been self-assembled from (en)M(NO3)2 metal centers (M = PdII or PtII) and 4,4'-bipyridinium/2,7-diazapyrenium-based ligands incorporating quinoline subunits in their structures. These receptors...

  从（en）M（NO3）2金属中心（M = PdII或PtII）和结合喹啉亚基的4,4'-联吡啶/ 2,7-二氮杂re基配体自组装了一个单核和双核金属环化合物家族在他们的结构。这些受体...
• Synthesis of Enantiopure P-Stereogenic Diphosphacrowns using P-Stereogenic Secondary Phosphines
  作者：Yasuhiro Morisaki、Ryosuke Kato、Yoshiki Chujo

  DOI：10.1021/jo302748x

  日期：2013.3.15

  A new synthetic route to enantiopure P-stereogenic benzodiphosphacrowns using a P-stereogenic secondary bisphosphine as the key building block is reported. Syntheses of the enantiomer and P-stereogenic crowns with various ring structures, as well as deboranation of the crown compounds and subsequent reaction with a platinum complex, are described.
• ——
  作者：Alan M. Bond、Kenneth P. Ghiggino、Conor F. Hogan、James A. Hutchison、Steven J. Langford、Emmanuel Lygris、Michael N. Paddon-Row

  DOI：10.1071/ch02030

  日期：——

  The bichromophoric crown ether N18C6NQ (1) has been synthesized in three steps from readily available starting materials. The main theme of the synthetic strategy involves the conjugate addition of an alcohol to 2,3-dichloronaphthoquinone in the presence of a base. Preliminary electrochemical and photophysical studies on (1) have been undertaken. The addition of alkali metal cations to the crown ether (1) causes significant changes in the first and second reduction potentials of the naphthoquinone (NQ) chromophore. In the case of the first process, a correlation between the reversible potential and cation 'fit' exists. The steady-state fluorescence spectra of (1) are quenched substantially (> 90%) as compared with the model (2) in both CH 2 Cl 2 and dimethylformamide solution. These systems are of interest in the development of a new family of crown ether based photosynthetic mimics and ion-selective sensors.