N,N-dimethyl-N'-picryl-4,4'-stilbenediamine | 114946-02-0

• 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: N,N-dimethyl-N'-picryl-4,4'-stilbenediamine
• 英文别名: DMPSDA；N,N-dimethyl-N'-picryl-trans-stilbene-4,4'-diyldiamine；N,N-Dimethyl-N'-picryl-trans-stilben-4,4'-diyldiamin；N-[4-[(E)-2-[4-(dimethylamino)phenyl]ethenyl]phenyl]-2,4,6-trinitroaniline
• CAS: 114946-02-0
• 化学式: C₂₂H₁₉N₅O₆
• 分子量: 449.423
• InChiKey: SHNOYJVANWUBNP-ONEGZZNKSA-N

物化性质

• 沸点：
  597.4±50.0 °C(predicted)
• 密度：
  1.439±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  153
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  对硝基苯乙酸 在 哌啶 、 盐酸 、 tin(II) chloride dihdyrate 、 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 24.5h， 生成 N,N-dimethyl-N'-picryl-4,4'-stilbenediamine
  参考文献：
  名称：

  Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine

  摘要：

  N,N-二甲基-N'-苦基-4,4'-二苯乙烯二胺（DMPSDA）经制备、纯化和结晶，为黑色有光泽的晶体，并在环己烷、乙腈和二甲亚砜中记录了其吸收和荧光光谱。在所有三种溶剂中，该分子均清晰地观察到非发射性分子内电荷转移态 (ICT)。理论计算证明了分子基态下三硝基苯基的甜菜碱电子结构和长波长跃迁S0 → S1的电荷转移性质，支持了分子中ICT形成的实验观察。

  DOI：

  10.1007/s10895-014-1425-9

文献信息

• [EN] UNIVERSAL BIOSENSING AND BIOASSAY DEVICES<br/>[FR] DISPOSITIFS UNIVERSELS DE DÉTECTION ET DE DOSAGE BIOLOGIQUE
  申请人：UNIV NANYANG TECH

  公开号：WO2014027964A1

  公开（公告）日：2014-02-20

  A photochrome-aptamer switch assay (PHASA) and biosensing device, based on it, that allows detection and quantification of analytes within minutes and removes laborious purification and washing protocols that limit some bioassays to several hours of incubation. The PHASA device comprises a single synthetic aptamer for sensing a single analyte of interest or alternatively, a series of different aptamers for sensing different preselected analytes. The aptamer is immobilised onto the surface of the device for the rapid assay of the analyte. The switchable reporter element of the PHASA device is any sensitive photochrome or fluorochrome probe, such as stilbene or diazo derivative chemically modified with the "pseudo- hapten" moiety connected to one end of the molecule. The pseudo-hapten mimics an active part of the preselected ligand or analyte, which creates strong interactions with the active site of the aptamer. The PHASA device does not rely on fluorescence intensity quantification or on fluorescence quenching. Rather, a unique feature of the switchable reporter molecule is their reporting power via an instant conformational change upon irradiation with the excitation light. This makes it unique in the sense that most fluorescent labels or probes either do not possess this intramolecular switchable nature or require the separation of adjacent fluorophores.
• Theoretical and Experimental Studies of N,N-Dimethyl-N′-Picryl-4,4′-Stilbenediamine
  作者：Vladislav Papper、Yuanyuan Wu、Vladimir Kharlanov、Ayrine Sukharaharja、Terry W. J. Steele、Robert S. Marks

  DOI：10.1007/s10895-014-1425-9

  日期：2018.1

  N,N-dimethyl-N′-picryl-4,4′-stilbenediamine (DMPSDA) was prepared, purified and crystallised in a form of black lustrous crystals, and its absorption and fluorescence spectra were recorded in cyclohexane, acetonitrile and dimethyl sulfoxide. Non-emissive intramolecular charge transfer state (ICT) was clearly observed in this molecule in all three solvents. Theoretical calculations demonstrating a betaine electronic structure of the trinitrophenyl group in the ground state of the molecule and a charge transfer nature of the long wavelength transition S0 → S1 supported the experimental observations of the ICT formation in the molecule.

  N,N-二甲基-N'-苦基-4,4'-二苯乙烯二胺（DMPSDA）经制备、纯化和结晶，为黑色有光泽的晶体，并在环己烷、乙腈和二甲亚砜中记录了其吸收和荧光光谱。在所有三种溶剂中，该分子均清晰地观察到非发射性分子内电荷转移态 (ICT)。理论计算证明了分子基态下三硝基苯基的甜菜碱电子结构和长波长跃迁S0 → S1的电荷转移性质，支持了分子中ICT形成的实验观察。