1-((10-bromodecyl)oxy)-4-nitrobenzene | 87477-66-5

• 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: 1-((10-bromodecyl)oxy)-4-nitrobenzene
• 英文别名: 1-(10-Bromodecyloxy)-4-nitrobenzene；1-(10-bromodecoxy)-4-nitrobenzene
• CAS: 87477-66-5
• 化学式: C₁₆H₂₄BrNO₃
• 分子量: 358.275
• InChiKey: OBUUFRXYCKXCDL-UHFFFAOYSA-N

物化性质

• 熔点：
  55.4 °C(Solv: ligroine (8032-32-4))
• 沸点：
  449.5±15.0 °C(Predicted)
• 密度：
  1.248±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  1-((10-bromodecyl)oxy)-4-nitrobenzene 在 sodium hydroxide 、 硫脲 、 tin(ll) chloride 作用下， 以 乙酸乙酯 为溶剂， 反应 40.5h， 生成 10-(4-氨基苯氧基)癸基甲基硫醚
  参考文献：
  名称：

  1,4-Naphthoquinone Disulfides and Methyl Sulfides:  Self-Assembled Monolayers on Gold Substrates

  摘要：

  DOI：

  10.1021/jo981185j
• 作为产物：
  描述：

  对硝基苯酚 、 1,10-二溴癸烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以83%的产率得到1-((10-bromodecyl)oxy)-4-nitrobenzene
  参考文献：
  名称：

  A new supramolecular sulfonated polyimide for use in proton exchange membranes for fuel cells

  摘要：

  在一种基于腺嘌呤的交联剂存在下，通过生物互补氢键识别将尿嘧啶端远缘磺化聚酰亚胺（SPI-U）转化为非共价网络膜。与标准 SPI 相比，SPI-U 膜的甲醇渗透性、氧化稳定性、质子传导性和选择性都有显著提高。

  DOI：

  10.1039/c0cc02325f

文献信息

• Discovery of Diphenoxy Derivatives with Flexible Linkers as Ligands for β-Amyloid Plaques
  作者：Jianhua Jia、Longfei Zhang、Jia Song、Jiapei Dai、Mengchao Cui

  DOI：10.1021/acs.molpharmaceut.0c00537

  日期：2020.11.2

  analysis revealed that modification on the linkers or substituents tolerated great flexibility, which challenged the long-held belief that rigid and planar structures are exclusively favored for Aβ binding. Three ligands were labeled by iodine-125, and they exhibited good properties in vitro and in vivo, which further supported that this flexible scaffold was potential and promising for the development

  具有 π 共轭系统的高度刚性和平面支架已被广泛认为是 β-淀粉样蛋白 (Aβ) 结合配体必不可少的。在这项研究中，合成并评估了具有不同类型的更灵活的接头作为 Aβ 配体的二苯氧基化合物库。它们中的大多数对 Aβ 1-42聚集体显示出良好的亲和力 ( K i < 100 nM) ，一些配体甚至显示出K i值小于 10nM。构效关系分析表明，接头或取代基的修饰具有很大的灵活性，这挑战了长期以来认为刚性和平面结构专用于 Aβ 结合的观点。三种配体被碘125标记，它们在体外和体内表现出良好的特性，进一步支持这种柔性支架在Aβ成像剂的开发中具有潜力和前景。
• Synthesis of pure blue emissive poly(2,7‐carbazole)s anchored by electron donor pendant
  作者：Takashi Inada、Toshinobu Shinnai、Masashi Kijima

  DOI：10.1002/pola.29523

  日期：2019.12.15

  Three novel poly(2,7‐carbazole)s having hole injection and transporting pendent moieties of carbazole and triphenylamine at the N‐position were synthesized for achieving pure blue electroluminescence. The N‐pendants in the polymers correspond to N‐phenylcarbazol‐2‐yl (P1), N,N‐diphenylamino‐N‐phenylcarabazol‐2‐yl (P2), and 4‐phenyl having a hydrocarbon chain with a triphenylamine terminal (P3), respectively

  合成了三种新型的聚（2,7-咔唑），它们在N位置具有空穴注入和咔唑和三苯胺的悬垂部分，以实现纯蓝色电致发光。所述Ñ -pendants在聚合物中对应于Ñ -phenylcarbazol -2-基（P1），Ñ，Ñ -diphenylamino- Ñ -phenylcarabazol -2-基（P2） ，并且具有与三苯胺终端的烃链（4-苯基P3）。将这些聚合物的电子，光学和电致发光性质与在N处直接与三苯胺连接的聚（2,7-咔唑）的性质进行了比较具有聚合诱导发射特性的位置（P0）。光致发光（PL）光谱表明它们可以在薄膜状态下在蓝光区域发射。特别是，具有固定且较大的二苯基氨基咔唑侧基的P2显示深蓝色荧光，CIE（x，y）=（0.15，0.07）。基于P0，P2和P3的发光二极管器件显示出最大电致发光波长，范围为430-450 nm。所述P2器件显示纯蓝色发光（CIE [ X，ÿ ] = [0.18
• Fabrication and fluorescence properties of perylene bisimide dye aggregates bound to gold surfaces and nanopatterns
  作者：Ulrike Haas、Christoph Thalacker、Jörg Adams、Jürgen Fuhrmann、Silke Riethmüller、Uwe Beginn、Ulrich Ziener、Martin Möller、Rainer Dobrawa、Frank Würthner

  DOI：10.1039/b210423g

  日期：2003.3.19

  Perylene bisimide dyes with two different imide substituents have been synthesized by sequential imidization reactions to give the disulfide 8 bearing two perylene bisimide dyes. Aggregation properties of this bis-perylene dye were studied by UV/Vis absorption and steady-state polarization-dependent as well as time-resolved fluorescence spectroscopy and the results were compared to those of the symmetrical perylene bisimide dye 4. In both cases, aggregation is expressed in a strong bathochromic shift of the excitation and the emission spectra and increasing concentration results in an increase in lifetime from 5 to 8 ns. By means of the thiol linker, self-assembly of 8 on gold surfaces was accomplished leading to surface-bound dye aggregates. Intense fluorescence from these dye aggregates was observed on surfaces decorated with hexagonal gold patterns, whereas the fluorescence is only weak on plain gold substrates.

  通过连续的酰亚胺化反应合成了具有两种不同酰亚胺取代基的双亚苝染料，得到了含有两种双亚苝染料的二硫化物 8。通过紫外/可见吸收、稳态偏振依赖性和时间分辨荧光光谱法研究了这种双亚苝染料的聚集特性，并将研究结果与对称的亚苝双亚胺染料 4 的聚集特性进行了比较。在这两种情况下，聚集都表现为激发光谱和发射光谱的强烈浴色偏移，浓度的增加会导致寿命从 5 毫微秒延长到 8 毫微秒。通过硫醇连接剂，8 在金表面上实现了自组装，形成了表面结合染料聚集体。在装饰有六角形金图案的表面上，可以观察到这些染料聚集体发出的强烈荧光，而在普通金基底上，荧光很弱。
• Bifunctional reactivity of the nitrophenoxyl group in intramolecular photoreactions
  作者：Kiyoshi Mutai、Hideyuki Tukada、Ryoichi Nakagaki

  DOI：10.1021/jo00016a017

  日期：1991.8

  The photochemical behavior of a homologous series of compounds, p-O2NC6H4O(CH2)(n)NHPh (n = 2-10, 12, and 16) in acetonitrile is reported. The lower (n = 2-6) homologues undergo an apparently nucleophilic type rearrangement to give omega-((p-nitrophenyl)amino)alkanol, while the higher homologues (n greater-than-or-equal-to 8) undergo an intramolecular photoredox reaction accompanied by C-N bond cleavage to give omega-(p-nitrosophenoxy)alkanal and aniline. The n = 7 homologue is situated at the switching point of these two reaction pathways, exhibiting neither type of photoreactions. Photoinduced intramolecular electron transfer to generate a radical ion pair is observed for all homologues, and the quantum yield decreases with increasing chain length. This species is the intermediate in the photorearrangement, for which the effect of base-catalysis is discussed in connection with the reaction mechanism. Comparison of the quantum yield for the electron transfer in 1 with that in 1-(anilinomethyl)-4-((p-nitrophenoxy)methyl)cyclohexane reveals the dominance of through-bond electron-transfer mechanism in the higher (n greater-than-or-equal-to 6) homologues. The reaction quantum yield vs chain length profile is discussed in terms of the relative quantum yield of the radical ion pair, the chain conformation, and the photoredox reaction mechanism.
• Synthesis and Antileishmanial Evaluation of Arylimidamide–Azole Hybrids Containing a Phenoxyalkyl Linker
  作者：Ahmed Abdelhameed、Mei Feng、April C. Joice、Emilia M. Zywot、Yiru Jin、Chris La Rosa、Xiaoping Liao、Heidi L. Meeds、Yena Kim、Junan Li、Craig A. McElroy、Michael Zhuo Wang、Karl A. Werbovetz

  DOI：10.1021/acsinfecdis.0c00855

  日期：2021.7.9