4-硝基苯基丙烯酸酯 | 2123-85-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 中文名称: 4-硝基苯基丙烯酸酯
• 英文名称: p-nitrophenyl acrylate
• 英文别名: 4-nitrophenyl acrylate；2-Propenoic acid, 4-nitrophenyl ester；(4-nitrophenyl) prop-2-enoate
• CAS: 2123-85-5
• 化学式: C₉H₇NO₄
• mdl: MFCD00080589
• 分子量: 193.159
• InChiKey: PSRGGEQXKSZPRF-UHFFFAOYSA-N

物化性质

• 熔点：
  61°C
• 沸点：
  334.9±21.0 °C(Predicted)
• 密度：
  1.283±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38

反应信息

• 作为反应物：
  描述：

  4-硝基苯基丙烯酸酯 在 三乙烯二胺 作用下， 以 四氢呋喃 为溶剂， 反应 9.0h， 以99%的产率得到
  参考文献：
  名称：

  Drewes, Siegfried E.; Emslie, Neville D.; Karodia, Nazira, Synthetic Communications, 1990, vol. 20, # 13, p. 1915 - 1921

  摘要：

  DOI：
• 作为产物：
  描述：

  p-nitrophenyl 3-bromopropionate 在 3,4-二硝基苯酚钠 作用下， 以 四氢呋喃 为溶剂， 生成 4-硝基苯基丙烯酸酯
  参考文献：
  名称：

  Dehydrobromination of some substituted phenyl 3-bromopropionates and phenyl 3-bromothiolopropionates. Transmission of activation effects through acyl bonds

  摘要：

  DOI：

  10.1021/jo00164a017

文献信息

• Efficient Cu-catalyzed Atom Transfer Radical Addition Reactions of Fluoroalkylsulfonyl Chlorides with Electron-deficient Alkenes Induced by Visible Light
  作者：Xiao-Jun Tang、William R. Dolbier

  DOI：10.1002/anie.201412199

  日期：2015.3.27

  Fluoroalkylsulfonyl chlorides, RfSO2Cl, in which Rf=CF3, C4F9, CF2H, CH2F, and CH2CF3, are used as a source of fluorinated radicals to add fluoroalkyl groups to electron‐deficient, unsaturated carbonyl compounds. Photochemical conditions, using Cu mediation, are used to produce the respective α‐chloro‐β‐fluoroalkylcarbonyl products in excellent yields through an atom transfer radical addition (ATRA) process

  氟烷基磺酰氯，R f SO 2 Cl，其中R f＝ CF 3，C 4 F 9，CF 2 H，CH 2 F和CH 2 CF 3，被用作氟自由基的来源以向电子中添加氟烷基。不足的不饱和羰基化合物。通过铜介导的光化学条件，可通过原子转移自由基加成（ATRA）工艺以优异的产率生产相应的α-氯-β-氟代烷基羰基产物。α-氯取代基的容易亲核取代会导致产物进一步多样化的功能。
• [EN] FORCE-RESPONSIVE POLYMERSOMES AND NANOREACTORS; PROCESSES UTILIZING THE SAME<br/>[FR] POLYMERSOMES ET NANORÉACTEURS SENSIBLES À LA FORCE; PROCÉDÉS LES UTILISANT
  申请人：ADOLPHE MERKLE INSTITUTE UNIV OF FRIBOURG

  公开号：WO2019034597A1

  公开（公告）日：2019-02-21

  The mechanically induced melting properties of DNA were employed to achieve force labile membranes is described. Nucleobase pairs were used as mechanophores. Adenine and thymine functionalized complementary amphiphilic block copolymers were self-assembled into polymersomes. The nucleobases formed hydrogen bonds which were disrupted upon force stimulation. The exposure of the disconnected nucleobases to the hydrophobic matrix of the membranes lead to a change of permeability which permitted the exchange of water-soluble molecules throughout the polymer matrix. Moreover, the encapsulation of horseradish peroxidase enabled the reaction of luminol with hydrogen peroxide to yield a luminescence producing species similar to the marine bioluminescence. Moreover, the same nano-reactors were employed to catalyze the formation of a polyacrylamide gel when force was applied. Insights into the change of permeability of supramolecular networks upon force are provided. These systems are useful for drug delivery, as nanoreactors and for the selective release of curing agents for 3D printing, or fragrances.

  DNA的机械诱导熔化特性被用来实现易受力破裂的膜。核碱基对被用作机械感受器。腺嘌呤和胸腺嘧啶功能化的互补两性分块共聚物自组装成聚合体囊。核碱基形成氢键，在受力刺激下被破坏。断开的核碱基暴露在膜的疏水基质中，导致渗透性的改变，从而允许水溶性分子在聚合物基质中交换。此外，封装辣根过氧化物酶使得辣根酰胺与过氧化氢反应产生类似海洋生物发光的发光物种。此外，当施加力时，相同的纳米反应器被用来催化聚丙烯酰胺凝胶的形成。提供了关于受力下超分子网络渗透性变化的见解。这些系统可用于药物传递、纳米反应器以及用于3D打印的固化剂或香料的选择性释放。
• Direct Photoredox‐Catalyzed Reductive Difluoromethylation of Electron‐Deficient Alkenes
  作者：Xiao‐Jun Tang、Zuxiao Zhang、William R. Dolbier

  DOI：10.1002/chem.201504363

  日期：2015.12.21

  Photoredox‐catalyzed reductive difluoromethylation of electron‐deficient alkenes was achieved in one step under tin‐free, mild and neutral conditions. This protocol affords a facile method to introduce RCF2 (R=H, Ph, Me, and CH2N3) groups at sites β to electron‐withdrawing groups. It was found that TTMS (tris(trimethylsilyl)silane) served nicely as both the H‐atom donor and the electron donor in the

  在缺锡，温和和中性的条件下，一步一步就可以完成缺氧烯烃的光氧化还原催化的还原性二氟甲基化反应。该方案提供了一种简便的方法，可将β位的RCF 2（R = H，Ph，Me和CH 2 N 3）基团引入吸电子基团。发现TTMS（三（三甲基甲硅烷基）硅烷）在催化循环中既可以作为氢原子供体，也可以作为电子供体。实验和DFT计算结果提供了RCF 2（R = H，Ph，Me）自由基本质上亲核的证据。
• Enantioselective Pallada‐Electrocatalyzed C−H Activation by Transient Directing Groups: Expedient Access to Helicenes
  作者：Uttam Dhawa、Cong Tian、Tomasz Wdowik、João C. A. Oliveira、Jiping Hao、Lutz Ackermann

  DOI：10.1002/anie.202003826

  日期：2020.8.3

  Asymmetric pallada‐electrocatalyzed C−H olefinations were achieved through the synergistic cooperation with transient directing groups. The electrochemical, atroposelective C−H activations were realized with high position‐, diastereo‐, and enantio‐control under mild reaction conditions to obtain highly enantiomerically‐enriched biaryls and fluorinated N−C axially chiral scaffolds. Our strategy provided

  通过与瞬态导向基团的协同作用，实现了不对称的Pallada电催化的CH H烯化反应。在温和的反应条件下，通过高位置，非对映和对映体控制，实现了对电化学的，对映体选择性的CH活化，从而获得了高度对映体富集的联芳基和氟化的NC轴向手性骨架。我们的策略可以方便地获得新颖的手性BINOL，二羧酸和螺旋烯，对不对称催化具有重要的价值。通过实验和计算进行的机理研究提供了对催化剂作用方式的关键见解。
• Generation and reaction of alkyl radicals in open reaction vessels
  作者：Elene Tatunashvili、Christopher S. P. McErlean

  DOI：10.1039/d0ob01892a

  日期：——

  alkyl iodides into reactive alkyl radicals is described. Aryl diazonium salts react with Hantzsch esters and molecular oxygen to give aryl radicals, which participate in halogen atom transfers to give alkyl radicals. These intermediates react with a variety of acceptors. The reaction cascade occurs at room temperature, in open reaction vessels, with short reaction times.

  描述了一种将烷基碘转化为反应性烷基自由基的操作简单的方法。芳基重氮盐与 Hantzsch 酯和分子氧反应生成芳基自由基，芳基自由基参与卤素原子转移生成烷基自由基。这些中间体与多种受体反应。反应级联发生在室温下，在开放的反应容器中，反应时间短。