(4-硝基苯基)(氧代)乙酰氯 | 105248-77-9

• 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-硝基苯基)(氧代)乙酰氯
• 中文别名: 苯乙酰氯,4-硝基-α-羰基-(9CI)
• 英文名称: 2-(4-nitrophenyl)-2-oxoacetyl chloride
• 英文别名: (4-Nitrophenyl)(oxo)acetyl chloride
• CAS: 105248-77-9
• 化学式: C₈H₄ClNO₄
• 分子量: 213.577
• InChiKey: TWFMIWYUYQQIED-UHFFFAOYSA-N

物化性质

• 沸点：
  383.4±44.0 °C(Predicted)
• 密度：
  1.511±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：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918300090

反应信息

• 作为反应物：
  描述：

  (4-硝基苯基)(氧代)乙酰氯 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 S-t-butyl hydroxy-(4-nitrophenyl)-thioacetate
  参考文献：
  名称：

  Asymmetric Aerobic Oxidation of α-Hydroxy Acid Derivatives by C₄-Symmetric, Vanadate-Centered, Tetrakisvanadyl(V) Clusters Derived from N-Salicylidene-α-aminocarboxylates

  摘要：

  A series of chiral vanadyl(V) methoxides bearing 3-t-butyl-5-substituted N-salicylene-L-valinate and L-t-leucinate as chiral auxiliaries has been prepared. In all cases except the 3,5-di-t-butyl analogue, they exist as monomers both in solution and in the single crystal state. In the case of the 3,5-di-t-butyl analogue, the architectural nature of the vanadyl(V) complex highly depends on the base used during the complex formation event. A pentanuclear C-4-symmetric complex was formed when potassium salts were employed instead of the corresponding sodium salts. A central vanadate(V) unit serves to grip four identical chiral monomeric vanadyl(V) units together, by which a potassium ion sits on top of the four flanking units through carbonyl coordinations and serves to hold the whole cluster by cooperation with the central vanadate(V) unit. In comparison with the corresponding monomeric vanadyl(V) methoxide complex, the cluster complex was utilized to facilitate the asymmetric aerobic oxidations of various racemic alpha-hydroxyesters, -amides, and -thioesters with excellent selectivity factors (k(rel) 40 to >500).

  DOI：

  10.1021/jo070575f
• 作为产物：
  描述：

  4-硝基苯乙醛酸甲酯 在 氢氧化钾 、 草酰氯 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 (4-硝基苯基)(氧代)乙酰氯
  参考文献：
  名称：

  Asymmetric Aerobic Oxidation of α-Hydroxy Acid Derivatives by C₄-Symmetric, Vanadate-Centered, Tetrakisvanadyl(V) Clusters Derived from N-Salicylidene-α-aminocarboxylates

  摘要：

  A series of chiral vanadyl(V) methoxides bearing 3-t-butyl-5-substituted N-salicylene-L-valinate and L-t-leucinate as chiral auxiliaries has been prepared. In all cases except the 3,5-di-t-butyl analogue, they exist as monomers both in solution and in the single crystal state. In the case of the 3,5-di-t-butyl analogue, the architectural nature of the vanadyl(V) complex highly depends on the base used during the complex formation event. A pentanuclear C-4-symmetric complex was formed when potassium salts were employed instead of the corresponding sodium salts. A central vanadate(V) unit serves to grip four identical chiral monomeric vanadyl(V) units together, by which a potassium ion sits on top of the four flanking units through carbonyl coordinations and serves to hold the whole cluster by cooperation with the central vanadate(V) unit. In comparison with the corresponding monomeric vanadyl(V) methoxide complex, the cluster complex was utilized to facilitate the asymmetric aerobic oxidations of various racemic alpha-hydroxyesters, -amides, and -thioesters with excellent selectivity factors (k(rel) 40 to >500).

  DOI：

  10.1021/jo070575f

文献信息

• Diversification of α-ketoamides <i>via</i> transamidation reactions with alkyl and benzyl amines at room temperature
  作者：Shweta Singh、Sureshbabu Popuri、Qazi Mohammad Junaid、Shahulhameed Sabiah、Jeyakumar Kandasamy

  DOI：10.1039/d1ob01021b

  日期：——

  A wide range of N-tosyl α-ketoamides underwent transamidation with various alkyl and benzyl amines in the absence of a catalyst or base at room temperature. On the other hand, transamidation in N-Boc α-ketoamides was achieved in the presence of Cs₂CO₃.

  一系列的N-对甲苯磺酰基α-酮酰胺在室温下在没有催化剂或碱的情况下与各种烷基和苄胺发生了转酰胺化反应。另一方面，N-叔丁氧羰基α-酮酰胺的转酰胺化反应是在Cs2CO3存在的情况下实现的。
• 一种检测过氧化氢的荧光探针及其制备方法 和应用
  申请人：山东师范大学

  公开号：CN105647518B

  公开（公告）日：2017-09-12

  本发明公开了一种检测过氧化氢的荧光探针及其制备方法和应用，检测过氧化氢的荧光探针，其结构式如下：其中，R1‑R5中任意1个或2个为吸电子基团。本发明的荧光探针响应基团新颖、选择性好、灵敏度高；该探针激发发射波长在近红外，对组织损伤小且穿透力强，能用于活体成像。制备方法是，将3‑氨基苯酚与Cy.7.Cl进行取代反应后得到Cy‑Ph‑NH2，然后经过retro‑Knoevenagel反应得到P‑NH2，最后与苯乙醛酸的衍生物经取代反应得到产物P‑R，即为检测过氧化氢的荧光探针。本发明合成方法简单，适于工业化生产。
• Rapid access to pyrido[1,2,5]triazepin-4-ones through intramolecular nucleophilic aromatic substitution
  作者：Shujuan Jin、Olivier St-Jean、Sandra I. Baltatu、Vijayaratnam Santhakumar、Mirosław J. Tomaszewski

  DOI：10.1016/j.tetlet.2011.12.132

  日期：2012.3

  Several 3-substituted pyrido[1,2,5]triazepin-4-ones and their benzo counterparts have been prepared in three steps from commercial starting materials. The key step involves SNAr-type intramolecular nucleophilic aromatic substitution of the appropriate hydrazone substrates.

  从商业起始原料开始，通过三个步骤制备了几种3-取代的吡啶并[1,2,5]三氮杂-4-酮和它们的苯并对应物。关键步骤涉及适当N底物的S N Ar型分子内亲核芳族取代。
• 一种检测过氧化氢的荧光探针的合成与应用
  申请人：北京工业大学

  公开号：CN108623611B

  公开（公告）日：2020-09-25

  一种检测过氧化氢的荧光探针的合成与应用，属于荧光探针领域。其化学结构为：该化合物具有优秀的荧光性能，如：量子产率高、稳定性良好等。探针本身荧光极弱，与过氧化氢作用10分钟后荧光强度迅速增强(荧光增强倍数高达1200倍)，而且具有很高的量子产率。检测限低至(46nM)，灵敏度高，对过氧化氢的识别具有很好的选择性和抗干扰性，可以在体外和活细胞内部检测过氧化氢，在化学分析检测领域具有广阔的应用前景。
• A near-infrared fluorescent probe for endogenous hydrogen peroxide real-time imaging in living cells and zebrafish
  作者：Xin Huang、Zhipeng Li、Zixin Liu、Chengchu Zeng、Liming Hu

  DOI：10.1016/j.dyepig.2019.02.042

  日期：2019.6

  time (within 10 min) for detection of hydrogen peroxide in vitro and in vivo. The reaction mechanism was deduced by detecting product of the fluorescent probe reacting with hydrogen peroxide using HPLC. The probe shows a good linear relationship for the specific response to H2O2 within the concentration range of 0–7 μM and the detection limit is 65 nM. In addition, the probe Cy-H2O2 has been successfully

  过氧化氢（H 2 O 2）可以在线粒体中产生，并在生理代谢中起重要作用。H 2 O 2的过量生产是许多疾病的标志。因此，开发一种高灵敏度的方法，用于检测ħ这是非常重要2 ö 2两者在体内和体外。就反应选择性而言，先前报道的基于苄基的荧光探针优于基于硼酸酯的荧光探针。然而，很少有具有生物相容性的近红外（NIR）探针用于检测内源性过氧化氢和生物系统中的实时成像。已证明半菁骨架是用于NIR荧光探针的有效支架，用于体内无创光学成像。本文通过用苄基部分修饰近红外半菁框架，设计了一种用于实时监测生物中过氧化氢的Cy-H 2 O 2探针。结果表明，Cy-H 2 O 2具有很高的特异性和灵敏度，并且在体外和体内检测过氧化氢具有良好的水溶性和较短的响应时间（在10分钟内）。通过使用HPLC检测荧光探针与过氧化氢反应的产物来推导反应机理。探针在0-7μM的浓度范围内对H 2 O 2的特异反应显示出良好的线性关系，检出限为65