(6-己基-[2]萘基)-甲基醚 | 188774-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: (6-己基-[2]萘基)-甲基醚
• 英文名称: 2-hexyl-6-methoxynaphthalene
• 英文别名: (6-hexyl-[2]naphthyl)-methyl ether；(6-Hexyl-[2]naphthyl)-methyl-aether
• CAS: 188774-60-9
• 化学式: C₁₇H₂₂O
• 分子量: 242.361
• InChiKey: MUWQIKSFDJMWFC-UHFFFAOYSA-N

物化性质

• 熔点：
  56 °C
• 沸点：
  362.5±11.0 °C(Predicted)
• 密度：
  0.983±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (6-己基-[2]萘基)-甲基醚 在 吡啶 、 四(三苯基膦)钯 、 水 、 氢溴酸 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙二醇二甲醚 为溶剂， 生成 2-Hexyl-6-(4-octyl-phenyl)-naphthalene
  参考文献：
  名称：

  Synthesis and Characterization of Liquid Crystalline Semiconducting Materials, Dialkyl-2-phenylnaphthalene Derivatives—Mesomorphic behavior and Charge carrier transport

  摘要：

  For establishment of high electronic charge carrier transport at ambient temperature, dialkyl derivatives of 2-phenylnaphthalene have been synthesized and characterized their liquid crystalline behaviors and photoelectrical properties. These materials exhibited smectic mesophases (Smectic A, B and E phases), at fairly low temperature range extended down below ambient temperature. Fast electronic transport of positive carriers was observed in SmE phase of 2-(4'-octylphenyl)-6-butylnaphthalene at 30degreesC, whose mobility was over 10(-2) cm(2)/Vs.

  DOI：

  10.1080/15421400490435251
• 作为产物：
  描述：

  1-(6-methoxy-[2]naphthyl)-hexan-1-one 在 氢氧化钾 、 一水合肼 作用下， 以 乙二醇 为溶剂， 生成 (6-己基-[2]萘基)-甲基醚
  参考文献：
  名称：

  Synthesis and Characterization of Liquid Crystalline Semiconducting Materials, Dialkyl-2-phenylnaphthalene Derivatives—Mesomorphic behavior and Charge carrier transport

  摘要：

  For establishment of high electronic charge carrier transport at ambient temperature, dialkyl derivatives of 2-phenylnaphthalene have been synthesized and characterized their liquid crystalline behaviors and photoelectrical properties. These materials exhibited smectic mesophases (Smectic A, B and E phases), at fairly low temperature range extended down below ambient temperature. Fast electronic transport of positive carriers was observed in SmE phase of 2-(4'-octylphenyl)-6-butylnaphthalene at 30degreesC, whose mobility was over 10(-2) cm(2)/Vs.

  DOI：

  10.1080/15421400490435251

文献信息

• Nickel-Catalyzed Homocoupling of Aryl Ethers with Magnesium Anthracene Reductant
  作者：Kosuke Higashida、Masaya Sawamura、Vishal Kumar Rawat

  DOI：10.1055/a-1509-5954

  日期：2021.9

  Nickel-catalyzed reductive homocoupling of aryl ethers has been achieved with Mg(anthracene)(thf)3 as a readily available low-cost reductant. DFT calculations provided a rationale for the specific efficiency of the diorganomagnesium-type two-electron reducing agent. The calculations show that the dianionic anthracene-9,10-diyl ligand reduces the two aryl ether substrates, resulting in the homocoupling

  已使用 Mg(蒽)(thf)3 作为容易获得的低成本还原剂实现了芳醚的镍催化还原均偶联。DFT 计算为二有机镁型双电子还原剂的特定效率提供了基本原理。计算表明，双阴离子蒽-9,10-二基配体还原了两个芳基醚底物，通过向Ni-Mg双金属体系提供电子导致均偶联反应形成有机镁镍(0)-ate配合物，从而导致两个连续的 C-O 键断裂反应。计算还表明路易斯酸性镁原子和富电子镍原子在 C-O 裂解反应中的协同作用。
• Nickel-Catalyzed Formal Homocoupling of Methoxyarenes for the Synthesis of Symmetrical Biaryls via C–O Bond Cleavage
  作者：Keisuke Nakamura、Mamoru Tobisu、Naoto Chatani

  DOI：10.1021/acs.orglett.5b03151

  日期：2015.12.18

  A new method has been developed for the nickel-catalyzed homocoupling of methoxyarenes via C–O bond cleavage using a diboron reagent. The use of 1,3-dicyclohexylimidazol-2-ylidene as a ligand was found to be critical to the success of the reaction. This new method allows the synthesis of a wide range of biaryl compounds.

  已经开发出一种新方法，可通过使用二硼试剂通过C–O键断裂来对甲氧基芳烃进行镍催化的均偶联反应。已发现使用1，3-二环己基咪唑-2-亚基作为配体对于反应的成功至关重要。这种新方法可以合成多种联芳基化合物。
• 234. The synthesis of hydrocarbons of high molecular weight. Part II. Some di- and tri-n-alkylnaphthalenes
  作者：B. Bannister、B. B. Elsner

  DOI：10.1039/jr9510001061

  日期：——
• COMPOUNDS HAVING SEMICONDUCTING PROPERTIES AND RELATED COMPOSITIONS AND DEVICES
  申请人：Polyera Corporation

  公开号：EP2755978A1

  公开（公告）日：2014-07-23
• [EN] COMPOUNDS HAVING SEMICONDUCTING PROPERTIES AND RELATED COMPOSITIONS AND DEVICES<br/>[FR] COMPOSÉS AYANT DES PROPRIÉTÉS SEMI-CONDUCTRICES ET COMPOSITIONS ET DISPOSITIFS APPARENTÉS
  申请人：POLYERA CORP

  公开号：WO2013039842A1

  公开（公告）日：2013-03-21

  Disclosed are new compounds having semiconducting properties. Such compounds can be processed in solution-phase at a temperature of less than about 50°C into thin film semiconductors that exhibit high carrier mobility and/or good current modulation characteristics.