3-硝基苯酚阴离子 | 16554-54-4

• 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: 3-硝基苯酚阴离子
• 英文名称: 3-nitrophenolate anion
• 英文别名: m-nitrophenolate；3-nitrophenoxide ion；3-nitrophenolate
• CAS: 16554-54-4
• 化学式: C₆H₄NO₃
• 分子量: 138.103
• InChiKey: RTZZCYNQPHTPPL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-硝基苯酚阴离子 以 水 为溶剂， 生成 间硝基苯酚
  参考文献：
  名称：

  Ramos, Mozart N., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1982, vol. 21, # 5, p. 513 - 515

  摘要：

  DOI：
• 作为产物：
  描述：

  间硝基苯酚 在 sodium tetrahydroborate 作用下， 以 水 为溶剂， 生成 3-硝基苯酚阴离子
  参考文献：
  名称：

  纳米结构 β-CoMoO4 在还原邻、间和对硝基苯酚异构体方面的高催化效率

  摘要：

  纳米结构的 β-CoMoO4 催化剂是通过草酸盐前体的热分解制备的。通过红外光谱（FTIR）、X射线衍射（XRD）、Brunauer-Emmett-Teller法（BET）、能量色散X射线光谱（EDX）和透射电子显微镜（TEM）对催化剂进行表征。这些纳米粒子在将邻位和间硝基苯酚异构体（2-NP、3-NP 和 4-NP）还原为相应的氨基苯酚方面的效率使用紫外-可见光谱测量进行了测试。结果发现，使用 β-CoMoO4 催化剂，NaBH4 立即还原 3-NP，而 2-NP 和 4-NP 的还原在 8 分钟时较慢。这种差异被认为是由 3-NP 的较低酸度引起的，其中酚盐的负电荷不能离域到间硝基的氧原子上。

  DOI：

  10.3390/molecules23020364

文献信息

• Further Evidence for the Triplet Mechanism in the Photosubstitution of Nitroaryl Ethers in Alkaline Medium.
  作者：João Baptista Sargi Bonilha、Antonio Claudio Tedesco、Lazaro Cicero Nogueira、Maria Teresa Ribeiro Silva Diamantino、Júlio Cesar Carreiro

  DOI：10.1016/s0040-4020(01)89887-2

  日期：1993.4

  Mechanistic studies show that nitroaryl ethers (3-nitroanisole, 3-nitrophenetole, n-butyl 3-nitrophenyl ether, 2-chloro-5-nitroanisole, 2-bromo-5-nitroanisole and 3,5-dinitro anisole) undergo nucleophilic aromatic photosubstitution with hydroxide ions through an SN23Ar* mechanism. An investigation of the quenching of exited states of nitroanyl ethers by bromide and thiosulfate ions in aqueous solutions

  机理研究表明，硝基芳基醚（3-硝基苯甲醚，3-硝基苯酚，正丁基3-硝基苯醚，2-氯-5-硝基苯甲醚，2-溴-5-硝基苯甲醚和3,5-二硝基苯甲醚）经历亲核芳香性光解。通过S N 2 3 Ar *机理与氢氧根离子发生反应。据报道，研究了水溶液中溴化物和硫代硫酸根离子对硝基戊基醚的出口态的猝灭，这为提出的S N 2 3 Ar *机理提供了支持。
• METALPORPHYRIN COMPLEX, PREPARATION METHOD THEREFOR AND METHOD FOR PREPARING POLYCARBONATE
  申请人：CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESDE ACADEMY OF SCIENCES

  公开号：US20160194346A1

  公开（公告）日：2016-07-07

  The present invention provides a metalporphyrin complex having structure represented by formula (I), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are independently selected from one of hydrogen, halogen, aliphatic group, substituted heteroaliphatic group, aryl and substituted heteroaryl; n is 1-6; L is quaternary ammonium functional group or quaternary phosphonium functional group; M is a metal element; and X is one of halogen, —NO 3 , BF 4 —, —CN, p-methyl benzoate, o-nitrophenol oxygen anion, 2,4-dinitrophenol oxygen anion, 2,4,6-trinitrophenol oxygen anion, 3,5-dichlorophenol oxygen anion and pentafluorophenol oxygen anion. The metalporphyrin complex provided in the present invention has two quaternary ammonium functional groups or two quaternary phosphonium functional groups, and compared with the prior art, the metalporphyrin complex shows higher catalytic activity in catalyzing polymerization reaction of carbon dioxide and an epoxide.

  本发明提供了一种金属卟啉配合物，其结构由式（I）表示，其中R1、R2、R3、R4、R5、R6、R7、R8、R9和R10分别独立地选自氢、卤素、脂肪基、取代杂脂肪基、芳基和取代杂芳基中的一种；n为1-6；L为季铵功能基或季磷功能基；M为金属元素；X为卤素、—NO3、BF4—、—CN、对甲基苯甲酸酯、邻硝基酚氧阴离子、2,4-二硝基酚氧阴离子、2,4,6-三硝基酚氧阴离子、3,5-二氯酚氧阴离子和五氟苯酚氧阴离子中的一种。本发明提供的金属卟啉配合物具有两个季铵功能基或两个季磷功能基，与现有技术相比，金属卟啉配合物在催化二氧化碳和环氧化合物的聚合反应中显示出更高的催化活性。
• Nucleophilic Substitution Reactions of Phenyl Y-Substituted-Phenyl Carbonates with Butane-2,3-dione Monoximate and 4-Chlorophenoxide: Origin of the α-Effect
  作者：Min-Young Kim、Se-Won Min、Ik-Hwan Um

  DOI：10.5012/bkcs.2013.34.1.49

  日期：2013.1.20

  Second-order rate constants have been measured spectrophotometrically for the reactions of phenyl Y-substituted-phenyl carbonates 7a-g with butane-2,3-dione monoximate ($Ox^-$) in 80 mol % $H_2O$/20 mol % DMSO at $25.0\pm}0.1^\circ}C$. The $\alpha}$-nucleophile $Ox^-$ is 53-95 times more reactive than the corresponding normal-nucleophile 4-$ClPhO^-$ toward 7a-g, indicating that the $\alpha}$-effect is operative. The magnitude of the $\alpha}$-effect (e.g., the $k_Ox^-}/k_4-ClPhO^-}$ ratio) is independent of the electronic nature of the substituent Y. The cause of the $\alpha}$-effect for the reactions of 7a-g has been suggested to be ground-state (GS) effect rather than transition-state (TS) stabilization through a six-membered cyclic TS, in which $Ox^-$ behaves a general acid/base catalyst. This idea is further supported by the result that $OH^-$ exhibits negative deviation from the linear Br$\o}$nsted-type plot composed of a series of aryloxides, while $Ox^-$ deviates positively from the linearity. Differential solvation of the GS of $Ox^-$ and 4-$ClPhO^-$ has been suggested to be responsible for the $\alpha}$-effect exerted by $Ox^-$.

  通过分光光度法测定了苯基 Y-取代苯基碳酸酯 7a-g 与丁二酮单氧亚胺 ($Ox^-$) 在 80 mol % $H_2O$/20 mol % DMSO 中于 $25.0\pm}0.1^\circ}C$ 下的二级速率常数。$\alpha}$-亲核试剂 $Ox^-$ 对于 7a-g 的反应活性比相应的常规亲核试剂 4-$ClPhO^-$ 高出 53-95 倍，这表明 $\alpha}$-效应在起作用。$\alpha}$-效应的大小（例如 $k_Ox^-}/k_4-ClPhO^-}$ 比率）与取代基 Y 的电子性质无关。对于 7a-g 反应，$\alpha}$-效应的原因被认为是基态（GS）效应，而不是通过六元环过渡态（TS）的过渡态稳定化，其中 $Ox^-$ 起到了广义酸碱催化剂的作用。这一观点得到了以下结果的支持：$OH^-$ 显示了从一列芳氧基化合物构成的线性 Br$\o}$nsted 型图中负偏离，而 $Ox^-$ 则正偏离线性关系。$Ox^-$ 和 4-$ClPhO^-$ 的基态的溶剂化差异被认为是 $Ox^-$ 所施加的 $\alpha}$-效应的原因。
• A Simple but Efficient Catalytic Approach for the Degradation of Pollutants in Aqueous Media through <i>Cicer arietinum</i> Supported Ni Nanoparticles
  作者：Shahid Ali Khan、Shagufta Rasool、Khaliq Ur Rahman、Shah Hussain、Inamullah Khan、Muhammad Ismail、Aliya Farooq、Sarzamin Khan、Mian Ahmad Raza、Abdullah Muhammad Asiri、Sher Bahadar Khan

  DOI：10.1515/zpch-2018-1297

  日期：2020.12.16

  Plant based materials are considered to have broad applications in the remediation of toxic materials. In this report, we present an environmental friendly and economic Cicer arietinum, named as (CP) supported for the synthesis of Ni nanoparticles (NPs) designated as Ni@CP. The in situ Ni@CP NPs were obtained using aqueous medium in the presence of sodium borohydride (NaBH₄) as a reducing agent. The prepared catalysts were applied for the hydrogenation/degradation of p-nitrophenol (PNP), o-nitrophenol (ONP), and 2,4-dinitrophenol (DNP), as well as congo red (CR), methyl orange (MO), methylene blue (MB) and rhodamine B (RB) dyes. The amount of total metal ions adsorbed onto the CP was evaluated by flame atomic absorption spectroscopy. The Ni@CP catalyst was characterized through PXRD, FTIR, FESEM and EDX analyses.

  植物基材料被认为在有毒材料的修复中具有广泛的应用。在这份报告中，我们介绍了一种环保和经济的鹰嘴豆（CP），用于合成被命名为Ni纳米颗粒（NPs）的Ni@CP。通过在水介质中存在硼氢化钠（NaBH4）作为还原剂，获得了原位Ni@CP NPs。制备的催化剂被应用于对对硝基苯酚（PNP）、邻硝基苯酚（ONP）和2,4-二硝基苯酚（DNP）以及刚果红（CR）、甲基橙（MO）、亚甲基蓝（MB）和罗丹明B（RB）染料的加氢/降解。通过火焰原子吸收光谱法评估了吸附到CP上的总金属离子量。Ni@CP催化剂通过PXRD、FTIR、FESEM和EDX分析进行表征。
• Kinetic Study on the Interactions of Cyclodextrins with Organic Phosphates and Thiophosphates
  作者：Takuya Nagata、Kenta Yamamoto、Keisuke Yoshikiyo、Yoshihisa Matsui、Tatsuyuki Yamamoto

  DOI：10.1246/bcsj.82.76

  日期：2009.1.15

  α-Cyclodextrin (α-CD) and 6-O-α-d-glucopyranosyl-β-cyclodextrin (G1-β-CD) affected the rates of phenol release from a few dimethyl(nitrophenyl) phosphates and the corresponding thiophosphates in aqueous alkaline solutions. Curve-fitting analysis of changes in the rate constants with CD concentrations showed that both α-CD and G1-β-CD form not only 1:1 but also 2:1 (host:guest) complexes with the phosphates and thiophosphates. In 1:1 complexes, phenol release from the phosphates was mostly accelerated, and that from the thiophosphates was decelerated. In 2:1 complexes, the reactions both of the phosphates and thiophosphates were strongly retarded. Binding constants and rate constants determined showed significant host and substrate specificities.

  α-环糊精（α-CD）和6-O-α-D-吡喃葡萄糖基-β-环糊精（G1-β-CD）影响了几种二甲基（硝基苯基）磷酸酯及其相应硫代磷酸酯在水性碱性溶液中的苯酚释放速率。通过对随CD浓度变化的速率常数进行曲线拟合分析，结果表明α-CD和G1-β-CD与磷酸酯和硫代磷酸酯不仅形成了1:1的复合物，还形成了2:1（主体:客体）的复合物。在1:1复合物中，磷酸酯的苯酚释放大多被加速，而硫代磷酸酯的苯酚释放则被减速。在2:1复合物中，磷酸酯和硫代磷酸酯的反应均被显著延缓。确定的结合常数和速率常数显示了显著的主客体和底物特异性。