4-硝基苯十六烷基醚 | 102703-33-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-硝基苯十六烷基醚
• 英文名称: 4-hexadecyloxy-1-nitrobenzene
• 英文别名: 4-(hexadecyloxy)nitrobenzene；hexadecanoxy-4-nitrobenzene；hexadecyl-(4-nitro-phenyl)-ether；Hexadecyl-(4-nitro-phenyl)-aether；4-Nitro-1-hexadecyloxy-benzol；p-Nitrophenyl hexadecyl ether；1-hexadecoxy-4-nitrobenzene
• CAS: 102703-33-3
• 化学式: C₂₂H₃₇NO₃
• 分子量: 363.541
• InChiKey: HOBVESXNPYPANG-UHFFFAOYSA-N

物化性质

• 熔点：
  54-56 °C
• 沸点：
  474.2±18.0 °C(Predicted)
• 密度：
  0.974±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  26
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-硝基苯十六烷基醚 在 Graphite 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 51.0h， 生成 2-N,5-N-bis(4-hexadecoxyphenyl)-3,6-dimethylpyrazine-2,5-dicarboxamide
  参考文献：
  名称：

  Novel organogelators based on pyrazine-2,5-dicarboxylic acid derivatives and their mesomorphic behaviors

  摘要：

  A series of new low molecular organogelators (LMOGs) with thermotropic mesophase were synthesized via the reaction of 3,6-dimethyl-pyrazine-2,5-dicarboxylic acid with p-alkoxyl anilines. These compounds readily formed stable gels in a variety of organic solvents and their self-assembly behavior, structure property relationship were investigated by scanning electron microscopy (SEM), X-ray diffraction (XRD), H-1 nuclear magnetic resonance (H-1 NMR), Fourier transform infrared spectroscopy (FTIR) and ultra-violet visible spectroscopy (UV). The results showed a combination of intra-hydrogen bonding, pi-pi stacking and van der Waals interaction resulted in the aggregation of the organogelators to form three-dimension fibrous networks. The gels formed were multi-responsive to environmental stimuli, such as temperature, fluorinion, and shear stress. More importantly, all the organogelators exhibited thermotropic hexagonal column mesophase as revealed by differential scanning calorimetry (DSC), polarized optical microscopy (POM), and variable temperature XRD studies. A control compound was synthesized and its gelling ability was also checked. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.12.060
• 作为产物：
  描述：

  对硝基苯酚 、 溴代十六烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 以20%的产率得到4-硝基苯十六烷基醚
  参考文献：
  名称：

  超分子工程苝双酰亚胺组件表现出从柱状结构到多层结构的热转变

  摘要：

  苝 3,4:9,10-四羧酸双酰亚胺 (PBI) 用双位氰尿酸官能化，通过与具有增溶烷氧基苯基取代基的双位三聚氰胺络合形成氢键超大环（花环），将其组织成复杂的柱状结构。使用 UV-vis 和 NMR 光谱在溶液中的聚集研究表明通过氢键和 π-π 堆积相互作用形成了扩展的聚集体。通过显微技术（AFM，TEM）观察圆柱形原纤维纳米结构，并通过偏光显微镜和SEM证实溶致中间相的形成。X 射线衍射研究表明，定义明确的六角柱状 (Col(h)) 结构是通过纤维组件的溶液浇铸形成的。所有这些结果都与自发组织成 Col(h) 结构的氢键 PBI 玫瑰花结的形成一致。在本体状态下加热 Col(h) 结构后，通过变温 X 射线衍射、差示扫描量热法和 AFM 研究观察到结构转变为高度有序的层状 (Lam) 结构。红外研究表明，氢键基序的重排发生在结构转变过程中。这些结果表明，这种引人注目的结构转变得益于最低水

  DOI：

  10.1021/ja302574b

文献信息

• Polarization effect in luminescent mesogenic BF2 complexes derived from heterocyclic benzothiazoles
  作者：Yuan−Chun Hsu、Chun−Yang Wang、Pei−Chi Hsiao、Yi-Hong Cai、Gene−Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.molliq.2019.111660

  日期：2020.1

  Two series of benzo(thia)xazoles 1–2 and one series of boron difluoride complexes 2-BF2 derived from benzothiazoles 2 were reported, and their mesomorphic and optical properties were investigated. The crystal and molecular structures of compound 2 and 2-BF2 (all n = 8) were determined by means of X-ray structural analysis, and both crystallize in the triclinic P-1 and monoclinic P21/c. The geometry

  两个系列苯并（硫杂）的xazoles 1-2和一个串联二氟化硼络合物的2-BF 2从苯并噻唑衍生的2报道，他们的介晶和光学性能进行了研究。 通过X射线结构分析确定化合物2和2-BF 2（全部n＝ 8）的晶体和分子结构，并且都在三斜晶系P-1和单斜晶系P 2 1 / c中结晶。硼中心的几何形状完全是四面体，整体分子形状被认为是棒状。苯并（thia）xazoles 1和2表现出N或/和SmC相，硼配合物2-BF 2形成N或/和SmC相。苯并噻唑2的中间相温度范围比苯并恶唑1宽得多，这归因于掺入的硫原子具有更好的极化作用。硼配合物2-BF 2（n  = 10，12） 在CH 2 Cl 2中在λmax = 569–571 nm处发射出黄绿色发射光。这是第一个衍生自苯并噻唑的介晶BF 2配合物。
• Mesogenic heterocycles derived from quinoxaline Schiff Bases
  作者：Hsiu-Ming Kuo、Wan-Ping Ko、Yu-Te Hsu、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2016.07.076

  日期：2016.10

  Three new series of heterocyclic quinoxaline Schiff Bases 1–2 were prepared, characterized and their mesomorphic properties were investigated. These compounds 1 and 2 are in fact geometric isomers in which an imine moiety (e.g., CN) is inversely incorporated into quinoxaline, leading to an opposite local dipole. Two single crystallographic structures 1 (m=8, n=8) and 2a (m=12, n=8) were determined

  三个新的系列杂环喹喔啉Schiff碱的1 - 2制备，其特征在于和它们的介晶性能的影响。这些化合物1和2实际上是几何异构体，其中亚胺部分（例如，C N）被反向结合到喹喔啉中，导致相反的局部偶极子。两个单晶结构1（m = 8，n = 8）和2a（m = 12，n通过X射线晶体学分析确定== 8），以了解介晶性质的影响。在两个晶体中均发现了弱的H键，CH-π和π-π相互作用，这归因于介晶行为的形成。进行可变温度FT-IR实验以确认诱导的H键。所有系列的化合物1 - 2显示出N / SMC或SmC的相，其被鉴定通过光学显微镜和由粉末X射线衍射实验所证实。化合物2a的中间相温度范围比化合物1和2b的中间相温度范围稍宽。
• Luminescent mesogenic borondifluoride complexes with the Schiff bases containing salicylideneamines and β-enaminoketones core systems
  作者：Zih-Yang Lei、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.molliq.2018.03.047

  日期：2018.6

  crystallinity. Boron complexes 1a formed monotropic SmA phases, while boron complexes 1b exhibited enantiotropic SmC mesophases. The optical property of the boron complexes was dependent on their molecular structures, and they emitted a blue–to–green emission at λmax = 476–541 nm in the solution and 488–550 nm in the solid state. This is the first group of mesogenic BF2 complexes with the Schiff bases derived from

  报道了三个新的水杨亚胺2a和β-烯胺酮2b -c衍生的氟化硼络合物1a-c，并研究了它们的介晶和光学性质。解析了一个非晶体BF 2络合物1c（n = 10）的单晶和分子结构，中心硼原子的几何形状为四面体。在晶格中观察到的两个苯环之间较大的二面角为81.3°，这归因于缺乏液晶性。硼配合物1a形成单向SmA相，而硼配合物1b表现出对映体SmC中间相。硼配合物的光学特性依赖于它们的分子结构，并且它们发出的蓝色-至-在λ绿色发射最大 = 476 -在该溶液中，488 541nm处- 550纳米的固体状态。这是第一组介晶BF 2配合物，其席夫碱分别衍生自水杨基亚胺和β-烯酮。
• Liquid Crystal Imidazolium Salts: Towards Materials for Catalysis and Molecular Electronics
  作者：Jean‐Moïse Suisse、Laurent Douce、Stéphane Bellemin‐Laponnaz、Aline Maisse‐François、Richard Welter、Yasuo Miyake、Yo Shimizu

  DOI：10.1002/ejic.200700251

  日期：2007.8

  1,3-Bis(4-alkyloxyphenyl)-3H-imidazol-1-ium trifluoromethanesulfonates, alkyl = CH3(CH2)n–1, n = 8, 10, 12, 14 and 16, can be derived from the analogous 4-alkyloxyphenylamines. These imidazolium salts exhibit a lamellar liquid-crystal mesophase between 99 °C and 191 °C. The smectic-A phase was fully characterised by polarising optical microscopy, differential scanning calorimetry and X-ray diffraction

  1,3-双(4-烷氧基苯基)-3H-咪唑-1-鎓三氟甲磺酸盐，烷基 = CH3(CH2)n–1，n = 8、10、12、14 和 16，可以从类似的 4-烷氧基苯胺。这些咪唑鎓盐在 99 °C 和 191 °C 之间表现出层状液晶中间相。通过偏振光学显微镜、差示扫描量热法和 X 射线衍射完全表征近晶-A 相。我们还报告了这些盐之一的（去质子化）卡宾形式的 PdII 复合物的合成、层状晶体结构和催化活性。此外，我们测量了中间相中的带电载流子迁移率。（© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007）
• Volatility of some aromatic nitrosubstituted plasticizers for polymers
  作者：A. E. Golubev、I. V. Novikov、S. A. Kuvshinova、V. A. Burmistrov、O. I. Koifman

  DOI：10.1134/s1070363217090456

  日期：2017.9

  Nine derivatives of nitrophthalic acids and nitrophenols were synthesized as potential plasticizers for polymers and structurally characterized by H-1 NMR and elemental analysis. The time dependences of the weight loss for the nitro derivatives synthesized and for commercial plasticizers (dibutyl phthalate and dioctyl phthalate) were obtained by gravimetric method at 100AC, and their volatilities and dipole moments were calculated. The resultant nitroplasticizers are considerably less volatile than dibutyl phthalate. Low volatility is associated not so much with high molecular weight as with high polarity. The nitroplasticizers are well compatible with cellulose esters and exhibit low rates of migration from polymer films.

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