2,2'-(1,1'-oxybis(ethane-1,1-diyl))dinaphthalene | 136908-27-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2'-(1,1'-oxybis(ethane-1,1-diyl))dinaphthalene
• 英文别名: bis(α-methyl-2-naphthalene)methyl ether；di(1-(naphth-2-yl)eth-1-yl) ether；1-(2-naphthylethyl)ether；bis-(1-[2]naphthyl-ethyl)-ether；Bis-(1-[2]naphthyl-aethyl)-aether；Bis[1-(naphthalen-2-yl)ethyl] ether；2-[1-(1-naphthalen-2-ylethoxy)ethyl]naphthalene
• CAS: 136908-27-5
• 化学式: C₂₄H₂₂O
• 分子量: 326.438
• InChiKey: SYXWJAKZXIUDHE-UHFFFAOYSA-N

物化性质

• 沸点：
  240-244 °C(Press: 14 Torr)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 2,2'-(1,1'-oxybis(ethane-1,1-diyl))dinaphthalene
  参考文献：
  名称：

  Balfe et al., Journal of the Chemical Society, 1951, p. 375

  摘要：

  DOI：

文献信息

• Mesoporous Nickel–Aluminosilicate Nanocomposite: A Solid Acid Catalyst for Ether Synthesis
  作者：N. Neelakandeswari、R. Karvembu、N. Dharmaraj

  DOI：10.1166/jnn.2013.7419

  日期：2013.4.1

  Mesoporous nickel aluminosilicate, a solid acid catalyst prepared by sol–gel technique was utilized as a heterogeneous catalyst for the synthesis of symmetrical ethers by dehydro-condensation of alcohols. The prepared catalysts were characterized by Fourier-transform infra red spectroscopy (FT-IR), powder X-ray diffraction (XRD), scanning electron microscopy (SEM), energy dispersive X-ray analysis (EDAX), N2 adsorption–desorption analysis, temperature programmed desorption of ammonia (TPD) and X-ray photoelectron spectroscopic techniques. The presence of the catalyst assisted the etherification reaction in 30 minutes. Ethers formed in these reactions were quantified by gas chromatography (GC) and the identities of few of them were confirmed by nuclear magnetic resonance spectral data (NMR).

  介孔镍铝硅酸盐是一种通过溶胶-凝胶技术制备的固体酸催化剂，被用作非均相催化剂，通过醇的脱水缩合反应合成对称醚。制备的催化剂通过傅里叶变换红外光谱（FT-IR）、粉末X射线衍射（XRD）、扫描电子显微镜（SEM）、能量色散X射线分析（EDAX）、N2吸附-脱附分析、氨程序升温脱附（TPD）和X射线光电子能谱技术进行了表征。催化剂的存在促进了醚化反应在30分钟内进行。这些反应中形成的醚通过气相色谱（GC）进行定量，其中一些醚的鉴定通过核磁共振谱数据（NMR）得到了确认。
• Palladium-Catalyzed SN1 Reactions of Secondary Benzylic Alcohols: Etherification, Amination, and Thioetherification
  作者：Kimberly J. Miller、Mahdi M. Abu-Omar

  DOI：10.1002/ejoc.200390185

  日期：2003.3

  The reaction of various secondary benzylic alcohols in the presence of PdII catalysts provides ethers in good to high yields. Unsymmetric ethers could also be obtained with good selectivity by coupling two different alcohols. Direct amination is observed with electron-deficient anilines, and thioethers are prepared conveniently in high yields by the direct action of thiols on sec-phenylethyl alcohol

  各种仲苄醇在 PdII 催化剂存在下的反应以良好到高产率提供醚。不对称醚也可以通过偶联两种不同的醇以良好的选择性获得。用缺电子苯胺观察到直接胺化，硫醚通过硫醇对仲苯乙醇的直接作用以高产率方便地制备。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Cp*Co^III -Catalyzed Efficient Dehydrogenation of Secondary Alcohols
  作者：Manoj Kumar Gangwar、Pardeep Dahiya、Balakumar Emayavaramban、Basker Sundararaju

  DOI：10.1002/asia.201800697

  日期：2018.9.4

  well‐defined molecular Cp*CoIII complex was isolated and structurally characterized for the first time. The efficiency of this cobalt catalyst was demonstrated in the alcohol dehydrogenation and dehydrative coupling of secondary alcohols under mild conditions into ketones and ethers, respectively.

  首次分离并定义了一种新颖的，分子清晰的Cp * Co III复合物。在中等条件下仲醇的醇脱氢和脱水偶合成酮和醚的过程中，证明了该钴催化剂的效率。
• Secondary Benzylation Using Benzyl Alcohols Catalyzed by Lanthanoid, Scandium, and Hafnium Triflate
  作者：Masahiro Noji、Tomoko Ohno、Koji Fuji、Noriko Futaba、Hiroyuki Tajima、Keitaro Ishii

  DOI：10.1021/jo034255h

  日期：2003.11.1

  alkylation, and trifluoromethanesulfonic acid (triflic acid, TfOH) was also a good catalyst. The catalytic activity of metal triflates and TfOH increased in the order La(OTf)3 < Yb(OTf)3 < TfOH < Sc(OTf)3 < Hf(OTf)4. A mechanistic study was also performed. The reaction of 1-phenylethanol (4a) in the presence of Sc(OTf)3 in nitromethane gave an equilibrium mixture of 4a and bis(1-phenylethyl) ether (54). Addition

  仲苄醇和三氟甲磺酸金属盐（例如La，Yb，Sc和Hf三氟甲磺酸盐）在硝基甲烷中的结合是一种高效的仲苄基化系统。碳（芳族化合物，烯烃，乙酸烯醇酯），氮（酰胺衍生物）和氧（醇）亲核试剂的二级苄基化反应是在水中存在的情况下，用仲苄醇和0.01-1 mol％的三氟甲磺酸金属盐进行的。带有酸敏感官能团的仲苄醇和亲核试剂（例如，叔丁基二甲基甲硅烷氧基和乙酰氧基以及甲基和苄基酯）可用于烷基化。Hf（OTf）4是该烷基化反应最活跃的催化剂，三氟甲磺酸（三氟甲磺酸，TfOH）也是一种很好的催化剂。金属三氟甲磺酸酯和TfOH的催化活性按La（OTf）3 < Yb（OTf）3
• A novel preparative method for unsymmetrical ethers by the reaction of cocrystals of two similarly substituted secondary alcohols with toluene-p-sulphonic acid in the solid state
  作者：Fumio Toda、Koichi Okuda

  DOI：10.1039/c39910001212

  日期：——

  Two secondary alcohols form 1 : 1 cocrystals, and treatment of the cocrystal with toluene-p-sulphonic acid in the solid state gives unsymmetrical ethers.

  两种二级醇形成1 : 1的共晶体，且在固态下用对甲苯磺酸处理共晶体会生成不对称醚。