1,5-二丁氧基萘 | 295806-76-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,5-二丁氧基萘
• 英文名称: 1,5-bis(butyloxy)naphthalene
• 英文别名: 1,5-dibutoxynaphthalene
• CAS: 295806-76-7
• 化学式: C₁₈H₂₄O₂
• 分子量: 272.387
• InChiKey: RXHSATZVJJFNHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,5-二丁氧基萘 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 tin 、 copper(l) iodide 、 硫酸 、 碘 、 硝酸 作用下， 以 乙醇 、 溶剂黄146 、 三乙胺 为溶剂， 反应 6.0h， 生成 4,8-diamino-1,5-dibutoxy-3,7-bis(trimethylsilylethynyl)-naphthalene
  参考文献：
  名称：

  New route to the synthesis of the indolo[7,6-g]indole (“bis(pyrrolo)naphthalene”) system starting from 1,5-dihydroxynaphthalene

  摘要：

  A short and convenient route for the synthesis of indolo[7,6-g]indole derivatives starting from dihydroxynaphthalene is described. 1,9-Dihydroxynaphthalene (I) after alkylation, nitration and reduction gave 4,8-diamino-1,5-dibutoxynaphthalene (4). After reaction with iodine, 4,8-diamino-1,5-disubstituted naphthalene gave the corresponding 3,7-diodonaphthalene (5) in nearly quantitative yields. Palladium-catalyzed reaction of this diiodonaphthalene derivative with (trimethylsilyl)acetylene (TMSA), followed by efficient CuI-mediated cyclization with simultaneous elimination of the TMS substituent, allowed an efficient preparation of 5,10-dibutoxyindolo[7,6-g]indole (8). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00121-5
• 作为产物：
  描述：

  1-碘丁烷 、 1,5-二羟基萘 生成 1,5-二丁氧基萘
  参考文献：
  名称：

  New route to the synthesis of the indolo[7,6-g]indole (“bis(pyrrolo)naphthalene”) system starting from 1,5-dihydroxynaphthalene

  摘要：

  A short and convenient route for the synthesis of indolo[7,6-g]indole derivatives starting from dihydroxynaphthalene is described. 1,9-Dihydroxynaphthalene (I) after alkylation, nitration and reduction gave 4,8-diamino-1,5-dibutoxynaphthalene (4). After reaction with iodine, 4,8-diamino-1,5-disubstituted naphthalene gave the corresponding 3,7-diodonaphthalene (5) in nearly quantitative yields. Palladium-catalyzed reaction of this diiodonaphthalene derivative with (trimethylsilyl)acetylene (TMSA), followed by efficient CuI-mediated cyclization with simultaneous elimination of the TMS substituent, allowed an efficient preparation of 5,10-dibutoxyindolo[7,6-g]indole (8). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00121-5

文献信息

• A Systematic Study of Thermochromic Aromatic Donor−Acceptor Materials
  作者：Paul M. Alvey、Joseph J. Reczek、Vincent Lynch、Brent L. Iverson

  DOI：10.1021/jo101498b

  日期：2010.11.19

  interesting thermochromic behavior, Dan and Ndi side chains were systematically altered and their 1:1 mixtures were studied. We have previously speculated that the presence or absence of steric interactions due to side chain branching on the aromatic units controlled the level of color change associated with crystallization. Results from the present study further refine this conclusion including a key crystal

  富电子二烷氧基萘 (Dan) 和缺电子 1,4,5,8-萘四甲二亚胺 (Ndi) 衍生物的摩尔混合物 (1:1) 形成高度可调的柱状中间相，由于电荷转移吸收而呈深红色源自交替的面心堆叠。某些 Dan-Ndi 混合物在从中间相结晶时经历了从深红色到几乎无色的剧烈颜色变化。在这个过程中，固体的宏观形态没有改变。为了研究这种有趣的热致变色行为的起源，系统地改变了 Dan 和 Ndi 侧链，并研究了它们的 1:1 混合物。我们之前推测，由于芳族单元上的侧链支化，空间相互作用的存在或不存在控制了与结晶相关的颜色变化水平。本研究的结果进一步完善了这一结论，包括为观察到的结果提供结构原理的关键晶体结构。
• O-Alkylation of phenol derivatives via a nucleophilic substitution
  作者：Clément Cazorla、Émilie Pfordt、Marie-Christine Duclos、Estelle Métay、Marc Lemaire

  DOI：10.1039/c1gc15481h

  日期：——

  The alkylation of phenol derivatives can be achieved in good yield via Lewis or Brønsted acid. The only by-product of the reaction is water and the catalyst can be recycled when using Brønsted acid.

  这 烷基化 的 苯酚可以通过路易斯酸或布朗斯台德酸以高收率获得衍生物。该反应的唯一副产物是水 和 催化剂 使用布朗斯台德酸可回收利用。
• Modular assembly of porphyrin sandwiches as potential hosts
  作者：Christopher A Hunter、Rosemary Tregonning

  DOI：10.1016/s0040-4020(01)01107-3

  日期：2002.1

  A zinc porphyrin dimer assembles to give a sandwich complex in the presence of 1 equiv. of the bidentate ligand DABCO. The effective molarity for cyclisation is 2 mM, so that the macrocyclic sandwich complex can be studied at μM concentrations by UV/Vis absorption spectroscopy, but at NMR concentrations, insoluble polymeric assemblies are formed. The potential of this system to function as a molecular

  锌卟啉二聚体在存在1当量的情况下组装得到三明治复合物。二齿配体DABCO。环化的有效摩尔浓度为2 mM，因此可以通过UV / Vis吸收光谱在μM浓度下研究大环三明治复合物，但在NMR浓度下会形成不溶的聚合物组件。已经研究了该系统用作分子受体的潜力，但是该络合物未能结合多种芳族底物。
• Polyolefin Composition for Medium/High/Extra High Voltage Cables with Improved Electrical Breakdown Strength
  申请人：Hjertberg Thomas

  公开号：US20100263903A1

  公开（公告）日：2010-10-21

  The present invention relates to a polyolefin composition comprising a polyolefin and aromatic compounds, comprising a naphthyl-group or at least two linked phenyl-groups, as stabilizers for use in producing medium and high voltage cables with improved electrical breakdown strength.

  本发明涉及一种聚烯烃组合物，包括聚烯烃和芳香化合物，其中包括萘基团或至少两个相连的苯基团，作为稳定剂，用于生产具有改善电击穿强度的中高压电缆。
• Polyolefin Composition for Medium/High/Extra High Voltage Cables with Improved Electrical Breakdown Strength
  申请人：Borealis Technology Oy

  公开号：US20130341066A1

  公开（公告）日：2013-12-26

  This application relates to a polyolefin composition comprising a polyolefin and an aromatic compound. The polyolefin composition can be used in producing medium and high voltage cables with improved electrical breakdown strength.

  本申请涉及一种聚烯烃组合物，包括聚烯烃和芳香族化合物。该聚烯烃组合物可用于生产中高压电缆，具有提高的电击穿强度。