(E)-4-(2,4-dinitrostyryl)phenol | 52785-71-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-4-(2,4-dinitrostyryl)phenol
• 英文别名: E 2',4'-dinitrostilbenol-4；4-(2.4-dinitro-trans-styryl)-phenol；2'.4'-dinitro-4-oxy-stilbene；2'.4'-Dinitro-4-hydroxy-trans-stilben；2'.4'-Dinitro-4-oxy-stilben；4-[(E)-2-(2,4-dinitrophenyl)ethenyl]phenol
• CAS: 52785-71-4
• 化学式: C₁₄H₁₀N₂O₅
• 分子量: 286.244
• InChiKey: RGMSIOCIZMACSJ-DAFODLJHSA-N

物化性质

• 熔点：
  178-180 °C
• 沸点：
  449.7±33.0 °C(Predicted)
• 密度：
  1.469±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-4-(2,4-dinitrostyryl)phenol 在 硫酸 作用下， 生成 trans-2',4'-Dinitro-4-(α-carboxyethoxy)-stilben-methylester
  参考文献：
  名称：

  Wyrzykiewicz,E., Roczniki Chemii, 1974, vol. 48, p. 307 - 311

  摘要：

  DOI：
• 作为产物：
  描述：

  E 2',4'-dinitro-4-acetoxystilbene 在 甲醇 、 potassium carbonate 作用下， 生成 (E)-4-(2,4-dinitrostyryl)phenol
  参考文献：
  名称：

  Pfeiffer, Justus Liebigs Annalen der Chemie, 1916, vol. 411, p. 115

  摘要：

  DOI：

文献信息

• Photoproducts and triplet reactivity of 4′-nitro- and 2′,4′-dinitro-substituted 4-hydroxystilbenes
  作者：Helmut Görner、Mónika Megyesi、Zsombor Miskolczy、László Biczók

  DOI：10.1016/j.jphotochem.2010.06.025

  日期：2010.8

  and 0.05 in acetonitrile. Population of the triplet state was also detected by flash photolysis. The triplet yield is substantial in benzene or toluene and small in polar solvents. The major photoprocess is trans → cis isomerization, whose quantum yield is Φt-c = 0.45 in benzene and smaller in more polar media. The effects of solvent polarity on the triplet reactivity were revealed. For trans-4-hydroxy-2′

  用光化学方法研究了三重激发的反式-4-羟基-4′-亚硝基二苯乙烯的性质。这一物种产生单线态分子氧与的量子产率Φ Δ  = 0.4苯，乙腈0.05。三重态的人口也通过闪光光解检测。在苯或甲苯中，三重态产率很高，而在极性溶剂中则很小。主要的光过程是反式 → 顺式异构化， 在苯中的量子产率为Φt -c = 0.45，在极性更大的介质中则更小。揭示了溶剂极性对三重态反应性的影响。为反式- 4-羟基-2'，4'-二硝基二，Φ Δ和Φt -c小得多。考察了对相应羟基苯基饱和原的光反应，并讨论了机理。
• Synthesis and Solvatochromism of Substituted 4-(Nitrostyryl)phenolate Dyes
  作者：Rafaela I. Stock、Leandro G. Nandi、Celso R. Nicoleti、Adriana D. S. Schramm、Sheila L. Meller、Renata S. Heying、Daniel F. Coimbra、Karla F. Andriani、Giovanni F. Caramori、Adailton J. Bortoluzzi、Vanderlei G. Machado

  DOI：10.1021/acs.joc.5b00983

  日期：2015.8.21

  4-(Nitrostyryl)phenols 2a–9a were synthesized, and by deprotonation in solution, the solvatochromic phenolates 2b–9b were formed. Their absorption bands in the vis region of the spectra are due to π–π* electronic transitions, of an intramolecular charge-transfer nature, from the electron-donor phenolate toward the electron-acceptor nitroarene moiety. The frontier molecular orbitals and natural bond

  合成了4-（硝基苯乙烯基）酚2a - 9a，并通过溶液中的去质子化反应，形成了溶剂化变色酚2b - 9b。它们在光谱可见区的吸收带是由于分子内电荷转移性质的π-π*电子跃迁，从电子给体酚盐到电子受体硝基芳烃部分。分析了边界分子轨道和天然键轨道的质子化和去质子化形式。计算出的几何形状与针对4a，6a和8a观察到的X射线结构一致。HOMO-LUMO能隙表明，它们去质子后，观察到电子离域的增加。在质子化的化合物中，HOMO主要位于酚环和C═C桥上。去质子化后，它延伸到整个分子，包括NO 2基团。在28种有机溶剂中研究了每种染料的溶剂变色现象，发现所有化合物均表现出溶剂变色现象的逆转，这是根据介质在不同程度上稳定其电子基态和激发态的能力来解释的。Catalán多参数方程式用于溶剂化变色数据的解释，表明对溶质/溶剂相互作用最重要的贡献是溶剂的氢键供体酸度。
• M-diaminobenzenes, their acid adducts and the use thereof in colorants
  申请人：Goettel Otto

  公开号：US20060047172A1

  公开（公告）日：2006-03-02

  The present invention relates to novel m-diaminobenzenes of formula (I) to the use thereof in colorants and to the oxidative hair colorants containing said m-diaminobenzenes.

  本发明涉及一种新的式子为(I)的m-二氨基苯，以及其在染料中的使用和含有该m-二氨基苯的氧化发色剂。
• Enhanced luminescent or luminometric assay
  申请人：NATIONAL RESEARCH DEVELOPMENT CORPORATION

  公开号：EP0116454A2

  公开（公告）日：1984-08-22

  An enhanced luminescent or luminometric assay, especially immunoassay, having a luminescent reaction between a peroxidase enzyme, an oxidant, a chemiluminescent 2,3 -. dihydro- 1,4 - phthalazinedione and a sensitivity enhancer of general formula I, The preferred materials are horse radish peroxidase as the enzyme, hydrogen peroxide as the oxidant, one of 4 - iodophenol, 4 - phenylphenol or 2 - chloro - 4 - phenylphenol as the enhancer and either luminol or isoluminol as the phthalazinedione. In a particularly preferred embodiment the horse radish peroxidase is coupled to an antibody to the substance to be assayed and thereby acts as the assay label in an immunoassay.

  一种增强的发光或荧光测定法，特别是免疫测定法，它在过氧化物酶、氧化剂、化学发光的 2,3 - 二氢- 1,4 - 酞嗪二酮和通式 I 的灵敏度增强剂之间发生发光反应。 在一个特别优选的实施方案中，萝卜过氧化物酶与待测物质的抗体偶联，从而在免疫测定中作为测定标记。
• Prolonged chemiluminescence
  申请人：MILES INC.

  公开号：EP0210449A2

  公开（公告）日：1987-02-04

  A chemiluminescence process comprising the contacting of a chemiluminescence precursor, an oxidant, an enzyme and a nitrogen compound selected from the group consisting of ammonia and a water-soluble organic amine. The reaction of such process can be used in detection of nucleic acid hybrids, antibodies, antigens and peroxidase enzymes and in producing light. Another chemiluminescence process comprises the contacting of a chemiluminescence precursor, an oxidant, an enzyme, a chemiluminescence enhancer and a nitrogen compound selected from the group consisting of ammonia and water-soluble organic amines. The reaction of such process can be used in detection of nucleic acid hybrids, antibodies, antigens and peroxidase enzymes and in producing light. A nucleic acid probe capable of participating in a chemiluminescent reaction comprising a defined nucleic acid sequence. the sequence being linked to any one of a a chemiluminescence precursor, b. a chemiluminescence enhancer, and c. an enzyme the remaining two of (a), (b) and (c) not linked to the sequence being in a mixture of the linked sequence. A method for determining a particular single stranded polynucleotide sequence in a test medium, comprising the steps of: (a) combining the test medium with a polynucleotide probe having a base sequence substantially complementary to the sequence to be determined, (b) labeling either the resulting hybrids or probe which has not hybridized with the sequence to be determined with one of the participants in an enhanced chemiluminescent reaction involving a chemiluminescent precursor, an enzyme, an oxidant, and a chemiluminescence enhancer, (c) initiating such chemiluminent reaction with the labeled hybrid or probe, and (d) detecting the resulting light emission.

  一种化学发光工艺，包括化学发光前体、氧化剂、酶和从氨和水溶性有机胺组成的组中选出的氮化合物的接触。这种工艺的反应可用于检测核酸杂交体、抗体、抗原和过氧化物酶以及产生光。 另一种化学发光工艺包括化学发光前体、氧化剂、酶、化学发光增强剂和选自氨和水溶性有机胺的含氮化合物的接触。这种工艺的反应可用于检测核酸杂交体、抗体、抗原和过氧化物酶以及产生光。 一种能参与化学发光反应的核酸探针，包括一个确定的核酸序列。 a. 化学发光前体、 b. 化学发光增强剂，和 c. 酶 (a)、(b)和(c)中未与该序列连接的其余两个序列与所连接序列的混合物。一种测定测试介质中特定单链多核苷酸序列的方法，包括以下步骤： 1： (a) 将测试介质与多核苷酸探针结合，探针的碱基序列与待测定序列基本互补、 (b) 用化学发光前体、酶、氧化剂和化学发光增强剂参与的增强化学发光反应中的一种参与 剂标记所产生的杂交体或未与待测序列杂交的探针、 (c) 用标记的混合体或探针引发化学发光反应，以及 (d) 检测由此产生的发光。