p-n-hexadecyloxybenzyl bromide | 197652-99-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: p-n-hexadecyloxybenzyl bromide
• 英文别名: 1-(Bromomethyl)-4-hexadecoxybenzene
• CAS: 197652-99-6
• 化学式: C₂₃H₃₉BrO
• 分子量: 411.466
• InChiKey: KRTWCXIFAXXCEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  25
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 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：

  p-n-hexadecyloxybenzyl bromide 在 乙醇锂 作用下， 以 乙醇 、 xylene 为溶剂， 反应 0.5h， 生成 trans-4-n-hexadecyloxy-2'-stilbazole
  参考文献：
  名称：

  Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides

  摘要：

  The synthesis and the phase behavior of stilbazoles and corresponding N-oxides containing different positions of heterocyclic N atoms, i.e. trans-2'-, 3'-, 4'- stilbazoles and their N-oxides, are reported. Their phase transition temperatures and the mesogenic behavior were investigated through the DSC, polarizing optical microscope and X-ray diffraction (XRD) measurements. Increasing dipole moments by oxidation of stilbazoles to analogous N-oxides induces the S-A phase with an interdigitated bilayer packing. Both 2'-stilbazoles and analogous N-oxides do not possess mesogenic phases, which may be due that pi electron polarizabilities an reduced by the molecular twist originated from dipoles along the ortho-direction. Besides, the positonal effects of the N-oxides on mesogenic properties are more distinct than those of analogous stilbazoles, and new mesogenic phases have been generated by tuning the position of the N-oxide function in the charged liquid crystals. Consequently, unique mesogenic properties may he introduced through adjusting the dipolar direction and strength of the heterocyclic atoms in the molecules.

  DOI：

  10.1080/10587250008031032
• 作为产物：
  描述：

  4-(hexadecyloxy)benzyl alcohol 在 二溴亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 p-n-hexadecyloxybenzyl bromide
  参考文献：
  名称：

  1-(4-Alkyloxybenzyl)-3-methyl-1H-imidazol-3-ium organic backbone: A versatile smectogenic moiety

  摘要：

  离子液体和液晶领域的合并，通过使用咪唑环作为共同元素，使我们能够定制一组新材料，这些材料具有特定的功能。这些功能是组分的原始性质——离子液体、液晶及它们在单一化合物中的结合——的结果。对这种有趣的结合的研究使我们能够从中制定出环境灵活的阳离子结构，从中产生出介向性质。此外，我们还探讨了不同阴离子对介向性质的影响。

  DOI：

  10.3762/bjoc.5.62

文献信息

• The synthesis and properties of surfactant aza macrocycles
  作者：Andrew D. Pidwell、Simon R. Collinson、Duncan W. Bruce、Simon J. Coles、Michael B. Hursthouse、Martin Schröder

  DOI：10.1039/b003368p

  日期：——

  Surfactant derivatives of [9]aneN3 and [12]aneN3 are prepared; micelles are formed at low concentrations in water while at higher concentrations lyotropic hexagonal, cubic and lamellar phases are characterised.

  制备了 [9]aneN3 和 [12]aneN3 的表面活性剂衍生物；在水中低浓度时形成胶束，高浓度时形成各向同性的六方相、立方相和片状相。
• Alkoxylated p-phenylenevinylene oligomers: Synthesis and spectroscopic and electrochemical properties
  作者：Henri Ndayikengurukiye、Sven Jacobs、Wim Tachelet、Johan Van Der Looy、Anne Pollaris、Herman J. Geise、Magda Claeys、Jean M. Kauffmann、Silvia Janietz

  DOI：10.1016/s0040-4020(97)00871-5

  日期：1997.10

  Twenty-one n-alkoxy substituted phenylenevinylene oligomers were synthesized, varying in size, number and position of the OR groups. IR,MS and solubility data are presented. NMR measurements provided the molecular structure as well as information about conformations and molecular dynamics. UV and of cyclic voltammetric data give correlations of chemical structure (number and position of OR substituents) with separate HOMO and LUMO energies. (C) 1997 Elsevier Science Ltd.
• Synthesis and thermotropic behaviour of bis(imidazolium) salts bearing long-chain alkyl-substituents and of the corresponding dinuclear gold carbene complexes
  作者：Marco Baron、Stéphane Bellemin-Laponnaz、Cristina Tubaro、Benoît Heinrich、Marino Basato、Gianluca Accorsi

  DOI：10.1016/j.jorganchem.2015.10.006

  日期：2016.1

  New propylene bridged bis(imidazolium) salts bearing at the wingtip positions a benzyl group functionalised with one or two long alkyl chains, as well as the corresponding dinuclear N-heterocyclic dicarbene gold(I) complexes of general formula [Au-2(RIme-(CH2)(3)-ImR)(2)](X)(2) (X = Br, PF6, BF4) have been synthesised and thermally characterised. All the compounds are stable up to 200 degrees C and the bis(imidazolium) salts [H-2(RIm-(CH2)(3)-ImR)](X)(2) (X = Br, PF6) behave as thermotropic liquid crystals in the temperature range 100-200 degrees C. By contrast, only the gold(I) diNHC complexes with eight aliphatic chains present mesomorphism, whereas those with four chains show numerous crystalline phases with structural disorder and presumably modified AueAu distances, as indicated by solid state emission properties. (C) 2015 Elsevier B.V. All rights reserved.
• 1-(4-Alkyloxybenzyl)-3-methyl-<i>1H</i>-imidazol-3-ium organic backbone: A versatile smectogenic moiety
  作者：William Dobbs、Laurent Douce、Benoît Heinrich

  DOI：10.3762/bjoc.5.62

  日期：——

  The merger of ionic liquid and liquid crystal fields, obtained by using the imidazolium ring as a common element, has allowed us to tailor a new set of materials which associate specific functionalities. These functionalities are consequences of the original properties of the component, ionic liquids, liquid crystals and their association in a single compound. The study of this interesting association led us to elaborate environment-flexible cationic architectures from which mesomorphic properties emerge. Moreover, we have also explored the influence of different anions on the mesomorphic properties.

  离子液体和液晶领域的合并，通过使用咪唑环作为共同元素，使我们能够定制一组新材料，这些材料具有特定的功能。这些功能是组分的原始性质——离子液体、液晶及它们在单一化合物中的结合——的结果。对这种有趣的结合的研究使我们能够从中制定出环境灵活的阳离子结构，从中产生出介向性质。此外，我们还探讨了不同阴离子对介向性质的影响。
• Positional and Charged Effects of Heterocyclic N Atoms on Mesogenic Properties of Stilbazoles and Analogous N-Oxides
  作者：Hong-Cheu Lin、Long-Li Lai、Yu-Sheng Lin、Chiitang Tsai、Rong-Chi Chen

  DOI：10.1080/10587250008031032

  日期：2000.2

  The synthesis and the phase behavior of stilbazoles and corresponding N-oxides containing different positions of heterocyclic N atoms, i.e. trans-2'-, 3'-, 4'- stilbazoles and their N-oxides, are reported. Their phase transition temperatures and the mesogenic behavior were investigated through the DSC, polarizing optical microscope and X-ray diffraction (XRD) measurements. Increasing dipole moments by oxidation of stilbazoles to analogous N-oxides induces the S-A phase with an interdigitated bilayer packing. Both 2'-stilbazoles and analogous N-oxides do not possess mesogenic phases, which may be due that pi electron polarizabilities an reduced by the molecular twist originated from dipoles along the ortho-direction. Besides, the positonal effects of the N-oxides on mesogenic properties are more distinct than those of analogous stilbazoles, and new mesogenic phases have been generated by tuning the position of the N-oxide function in the charged liquid crystals. Consequently, unique mesogenic properties may he introduced through adjusting the dipolar direction and strength of the heterocyclic atoms in the molecules.