2-(2-硝基苯氧基)乙醇 | 16365-25-6

• 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: 2-(2-硝基苯氧基)乙醇
• 英文名称: 2-(2-hydroxyethoxy)nitrobenzene
• 英文别名: 2-(2-nitrophenoxy)ethanol；2-(2-nitro-phenoxy)-ethanol；(2-Hydroxy-aethyl)-(2-nitro-phenyl)-aether；2-(2-Nitro-phenoxy)-aethanol；(β-Oxy-aethyl)-(2-nitro-phenyl)-aether；Aethylenglykol-mono-(2-nitro-phenyl-aether)
• CAS: 16365-25-6
• 化学式: C₈H₉NO₄
• mdl: MFCD00800479
• 分子量: 183.164
• InChiKey: LGCYTDJJYLJYOB-UHFFFAOYSA-N

物化性质

• 熔点：
  35-36 °C
• 沸点：
  180-182 °C(Press: 4 Torr)
• 密度：
  1.314±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  2-(2-硝基苯氧基)乙醇 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(2-acetylaminophenoxy)ethanol
  参考文献：
  名称：

  QSAR study for a novel series of ortho monosubstituted phenoxy analogues of α1-adrenoceptor antagonist WB4101

  摘要：

  A number of (S)- and (R)-2-[(2-phenoxyethyl)aminomethyl]-1,4-benzodioxanes unsubstituted or ortho monosubstituted at the phenoxy moiety were synthesized and tested in binding assays on the alpha(1a)-AR, alpha(1b)-AR alpha(1d)-AR and the 5-HT1A receptor. The affinity values of the new compounds 1-16 were compared with those of the enantiomers of the 2,6-dimethoxyphenoxy analogue, the well-known alpha(1) antagonist WB4101, finding that the unsubstituted derivative (S)-1 and the o-methyl, the o-t-butyl, the o-fluoro and the o-methoxy derivatives, (S)-2, (S)-4, (S)-8 and (S)-16, respectively, display a significantly specific 5-HT1A affinity, very close, with the exception of (S)-4, to the almost nanomolar one of (S)-WB4101. Otherwise sensible affinity decreases were recorded for the three alpha(1)-AR subtypes. A classical quantitative structure-activity relationship (Hansch) analysis was successfully applied to compounds (S)-1 to (S)-16 and (S)-WB4101 to rationalize such binding data. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.034
• 作为产物：
  描述：

  2-硝基苯氧乙酸 在 苯硅烷 、 potassium tert-butylate 、 C₂₂H₃₀ClN₂RuS₂⁽¹⁺⁾*Cl^(1-) 、 水 、 cesium fluoride 作用下， 以 四氢呋喃 、 甲基叔丁基醚 为溶剂， 反应 21.0h， 以60%的产率得到2-(2-硝基苯氧基)乙醇
  参考文献：
  名称：

  使用无膦钌络合物和苯基硅烷对羧酸进行化学选择性氢化硅烷化

  摘要：

  使用与半不稳定的噻吩配体作为催化剂，使用苯基硅烷作为还原剂，实现了羧酸的高度化学选择性氢化硅烷化。该方法进一步阐述了通过酸和硝基的串联还原/环化一锅法合成吲哚和苯并恶嗪。

  DOI：

  10.1016/j.jorganchem.2022.122288

文献信息

• [EN] METHODS FOR PREPARING FUEL ADDITIVES<br/>[FR] PROCÉDÉS DE PRÉPARATION D'ADDITIFS DE CARBURANT
  申请人：BP OIL INT

  公开号：WO2019129591A1

  公开（公告）日：2019-07-04

  A method is provided for preparing a fuel additive having the formula: ( l ) The method comprises carrying out the following reactions: (i) addition of an alkylating agent b to starting material a: (a) to form an intermediate c; and (ii) ring closing intermediate c to form fuel additive e.

  提供了一种制备具有以下公式的燃料添加剂的方法：（1）该方法包括进行以下反应：（i）将烷基化剂b添加到起始物质a中：（a）形成中间体c；和（ii）环闭合中间体c以形成燃料添加剂e。
• Copper nanoparticles (CuNPs) catalyzed chemoselective reduction of nitroarenes in aqueous medium
  作者：Randhir Rai、Dillip Kumar Chand

  DOI：10.1007/s12039-021-01940-3

  日期：2021.9

  established, under appropriate reaction conditions, using rice (Oryza sativa) as an economic source of reducing as well as a stabilizing agent. Optical and microscopic techniques are employed for the characterization of the synthesized CuNPs and the sizes of the particles were found to be in the range of 8 ± 2 nm. The nanoparticles are used as a catalyst for chemoselective reduction of aromatic nitro compounds

  摘要 建立了从CuSO 4 ·5H 2 O实际合成CuNPs 的程序，在适当的反应条件下，使用水稻（Oryza sativa）作为还原剂和稳定剂的经济来源。光学和显微技术用于表征合成的 CuNPs，发现颗粒的尺寸在 8 ± 2 nm 的范围内。纳米颗粒用作催化剂，用于在环境条件下将芳香族硝基化合物化学选择性还原为相应的胺，水作为反应介质。 图形摘要 CuNPs 是使用水解大米合成的，并用作催化剂将硝基芳烃化学选择性还原为其相应的胺在水中。
• Synthetic Studies by the Use of Carbonates. III. The Condensation Reactions of Ethylene Carbonate with a Variety of Phenols Catalyzed by Lithium Hydride or Tetraethylammonium Halides
  作者：Teruo Yoshino、Shigeru Inaba、Yoshiharu Ishido

  DOI：10.1246/bcsj.46.553

  日期：1973.2

  The condensation reactions of ethylene carbonate with a variety of phenols in the presence of tetraethylammonium halides were examined; they were found to give the corresponding aryl β-hydroxyethyl ethers in good yields. The reactions in the presence of lithium hydride in place of the tetraethylammonium halides were also examined for the sake of comparison, and these results were discussed.

  研究了碳酸亚乙酯与多种酚类在四乙基卤化铵存在下的缩合反应；发现它们以良好的产率得到相应的芳基β-羟乙基醚。为了比较，还检查了在氢化锂代替卤化四乙基铵存在下的反应，并讨论了这些结果。
• Reactive dyestuffs
  申请人：Bayer Aktiengesellschaft

  公开号：US05138054A1

  公开（公告）日：1992-08-11

  Triphendioxazine reactive dyestuffs of the general formula ##STR1## with the substituent definition given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups. They give red dyeings with high wet- and light-fastnesses.

  通用公式为##STR1##的三苯二氧嗪反应染料，根据描述中给出的取代基定义，非常适用于染色和印刷含有羟基或酰胺基团的材料。它们能够产生具有高湿度和光稳定性的红色染料。
• Toward the Rational Design of Galactosylated Glycoclusters That Target <i>Pseudomonas aeruginosa</i> Lectin A (LecA): Influence of Linker Arms That Lead to Low-Nanomolar Multivalent Ligands
  作者：Shuai Wang、Lucie Dupin、Mathieu Noël、Cindy J. Carroux、Louis Renaud、Thomas Géhin、Albert Meyer、Eliane Souteyrand、Jean-Jacques Vasseur、Gérard Vergoten、Yann Chevolot、François Morvan、Sébastien Vidal

  DOI：10.1002/chem.201602047

  日期：2016.8.8

  using multivalent ligands of bacterial virulence factors. LecA and LecB are lectins of Pseudomonas aeruginosa implicated in biofilm formation. A series of 27 LecA‐targeting glycoclusters have been synthesized. Nine aromatic galactose aglycons were investigated with three different linker arms that connect the central mannopyranoside core. A low‐nanomolar (Kd=19 nm, microarray) ligand with a tyrosine‐based

  可以使用细菌毒力因子的多价配体通过抗粘连策略来实现针对病原体感染的抗感染策略。LecA和LecB是与生物膜形成有关的铜绿假单胞菌的凝集素。已经合成了一系列27个靶向LecA的糖簇。用三个不同的连接臂连接了中心甘露吡喃糖苷核心，研究了九种芳香半乳糖糖苷配基。在结构-活性关系研究中，可以鉴定出具有基于酪氨酸的连接臂的低纳摩尔（K d = 19 n m，微阵列）配体。与凝集素四聚体结合的糖簇的分子模型也用于使观察到的结合特性合理化。