2,6-二氰基-4-硝基苯胺 | 20033-48-1

• 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: 2,6-二氰基-4-硝基苯胺
• 英文名称: 1-amino-2,6-dicyano-4-nitrobenzene
• 英文别名: 2,6-Dicyano-4-nitro-anilin；2,6-dicyano-4-nitroaniline；2.6-Dicyan-4-nitroanilin；2,6-Dicyan-p-nitranilin；2-Amino-5-nitrobenzene-1,3-dicarbonitrile
• CAS: 20033-48-1
• 化学式: C₈H₄N₄O₂
• mdl: MFCD00997307
• 分子量: 188.145
• InChiKey: ZBEGDHIBRPHOBV-UHFFFAOYSA-N

物化性质

• 熔点：
  305 °C
• 沸点：
  387.9±42.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 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：
  119
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2926909090

反应信息

• 作为反应物：
  描述：

  2,6-二氰基-4-硝基苯胺 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醇 、 水 为溶剂， 生成 2,6-dicyano-p-phenylenediamine
  参考文献：
  名称：

  Synthesis and photophysical properties of 2,6-dicyano-p-phenylenediamine

  摘要：

  The photophysical and electrochemical properties of p-phenylenediamine (PPD) are strongly affected by the addition of cyano groups to the aromatic ring. In 2,3,5,6-tetracyano-p-phenylenediamine (TCPPD) the photophysics is governed mostly by the solvent basicity (beta) whereas in 2,6-dicyano-N,N,N',N'-tetramethyl-p-phenylenediamine (DCTMPPD) by the solvent polarity/polarizability (pi*). In order to study the interactions of cyano-substituted PPDs with the solvent molecules in more detail as well as to clarify the role and origin of hydrogen bonding differences for TCPPD and DCTMPPD, another cyano substituted PPD,2,6-dicyano-p-phenylenediamine (DCPPD) has been synthesized. The photophysical properties have been measured in a wide range of solvents. The fluorescence lifetimes (from 14 ns to 20 ns) and quantum yields (from 0.7 to 0.85) are not very sensitive to the environment. The solvatochromism is analyzed by a linear solvation energy relationship (LSER) using parameters developed by Kamlet, Taft and co-workers. It has been found that both absorption and emission of DCPPD depend on specific as well as non-specific interactions of the solute with the solvent molecules. The ground and excited state pK(a) values for DCPPD have also been determined. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.03.018
• 作为产物：
  描述：

  5-硝基异酞酰氯 在 四磷十氧化物 、 盐酸羟胺 、 氨 作用下， 以 对二甲苯 、 水 、 二乙二醇 为溶剂， 反应 11.5h， 生成 2,6-二氰基-4-硝基苯胺
  参考文献：
  名称：

  Synthesis and photophysical properties of 2,6-dicyano-p-phenylenediamine

  摘要：

  The photophysical and electrochemical properties of p-phenylenediamine (PPD) are strongly affected by the addition of cyano groups to the aromatic ring. In 2,3,5,6-tetracyano-p-phenylenediamine (TCPPD) the photophysics is governed mostly by the solvent basicity (beta) whereas in 2,6-dicyano-N,N,N',N'-tetramethyl-p-phenylenediamine (DCTMPPD) by the solvent polarity/polarizability (pi*). In order to study the interactions of cyano-substituted PPDs with the solvent molecules in more detail as well as to clarify the role and origin of hydrogen bonding differences for TCPPD and DCTMPPD, another cyano substituted PPD,2,6-dicyano-p-phenylenediamine (DCPPD) has been synthesized. The photophysical properties have been measured in a wide range of solvents. The fluorescence lifetimes (from 14 ns to 20 ns) and quantum yields (from 0.7 to 0.85) are not very sensitive to the environment. The solvatochromism is analyzed by a linear solvation energy relationship (LSER) using parameters developed by Kamlet, Taft and co-workers. It has been found that both absorption and emission of DCPPD depend on specific as well as non-specific interactions of the solute with the solvent molecules. The ground and excited state pK(a) values for DCPPD have also been determined. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2011.03.018

文献信息

• [EN] MANUFACTURING PROCESS<br/>[FR] PROCÉDÉ DE FABRICATION
  申请人：AVECIA INKJET LTD

  公开号：WO2006008495A1

  公开（公告）日：2006-01-26

  A process for the preparation of a desired chemical compound in a continuous reactor in which a part of the product stream exits the reactor and part of the product stream is recycled around the reactor in order to reduce the amount of buffer that would otherwise be required.

  在连续反应器中制备所需化合物的过程，其中产品流的一部分从反应器中出口，另一部分则在反应器周围循环以减少所需的缓冲量。
• 7-Acylamino-desacetoxy-cephalosporanic acid esters and their production
  申请人：Bayer Aktiengesellschaft

  公开号：US03936447A1

  公开（公告）日：1976-02-03

  7-Acylamino-desacetoxy-cephalosporanic acid esters are produced by heating a sulfoxide of 6-acylaminopenicillanic acid ester at a temperature of from about 60.degree.C to about 150.degree.C in the presence of a phenol catalyst. The 7-acylamino-desacetoxy-cephalosporanic acid esters produced are known per se and are useful as intermediates for the preparation of desacetoxy-cephalosporin derivatives which exhibit antibacterial activity.

  7-酰胺基去乙酰氧头孢烷酸酯通过在苯酚催化剂的存在下，在约60°C至约150°C的温度下加热6-酰胺基青霉烷酸酯的亚砜，制备而成。制得的7-酰胺基去乙酰氧头孢烷酸酯本身已知，并且可用作制备表现出抗菌活性的去乙酰氧头孢菌素衍生物的中间体。
• Disperse azo dyestuffs
  申请人：Hall Nigel

  公开号：US20070050928A1

  公开（公告）日：2007-03-08

  The present invention claims dyestuffs of formula (I), wherein D, R 1 to R 7 and n are defined as given in claim 1 , a process for their preparation and their use.

  该发明声明了化学式（I）的染料，其中D、R1至R7和n的定义如权利要求书中所述，以及它们的制备过程和使用方法。
• Process for the diazotisation of amines
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0003656A2

  公开（公告）日：1979-08-22

  A process for the diazotisation of a heterocyclic or a weakly basic benzenoid amine which comprises reacting together in a continuous manner, in a reaction zone from which a product stream containing diazotised amine is continuously removed, the amine and an aqueous solution of nitrite ions in the presence of sulphuric acid, the proportions and concentrations of the amine, the aqueous solution of nitrite ions and the sulphuric acid being so arranged as to provide a working acid concentration in the reaction zone in which the diazotised amine is stable.

  一种重氮化杂环胺或弱碱性苯胺的工艺，包括在一个反应区内，连续地将胺和亚硝酸根离子水溶液在有硫酸存在的情况下一起反应，从该反应区中连续地移出含有重氮化胺的产物流，胺、亚硝酸根离子水溶液和硫酸的比例和浓度是这样安排的，以便在重氮化胺稳定的反应区内提供一个工作酸浓度。
• Verfahren zum Bedrucken von synthetischem, hydrophobem Fasermaterial nach dem Transferdruckprinzip
  申请人：CASSELLA Aktiengesellschaft

  公开号：EP0030695A1

  公开（公告）日：1981-06-24

  Bedrucken von synthetischem, hydrophobem Fasermaterial oder von Mischungen von synthetischem, hydrophobem Fasermaterial mit präparierten Cellulosematerialien oder präparierten Cellulosematerialien nach dem Transferdruckprinzip mit sublimierbaren Azofarbstoffen der allgemeinen Formel II worin D einen Phenylkern, der gegebenenfalls bis zu 3 gleiche oder verschiedene Substituenten der Reihe F, Cl, Br, CF3, CN, NO2, Alkyl mit 1 bis 5 C-Atomen, Alkenyl mit 3 bis 4 C-Atomen oder Alkoxy mit 1 bis 3 C-Atomen tragen kann, oder einen fünfgliedrigen, heterocyclischen aromatischen, gegebenenfalls substituierten Rest und R eine geradkettige oder verzweigte Alkylgruppe mit 1 bis 6 C-Atomen, die gegebenenfalls noch einen Substituenten der Reihe CN, F, Cl, Br tragen kann, oder eine Alkenylgruppe mit 3 bis 5 C-Atomen, die gegebenenfalls noch einen Substituenten der Reihe F, Cl, Br tragen kann, bedeuten.

  利用转移印花原理，用通式 II 的可升华偶氮染料印花合成疏水性纤维材料或合成疏水性纤维材料与制备好的纤维素材料或制备好的纤维素材料的混合物 其中 D 是苯基核，可任选带有最多 3 个相同或不同的取代基，这些取代基来自 F、Cl、Br、CF3、CN、NO2、1 至 5 个碳原子的烷基、3 至 4 个碳原子的烯基或 1 至 3 个碳原子的烷氧基，或可被取代或未被取代的五元杂环芳香基，R 是可被取代或未被取代的线性或线性化基、可选择被取代的自由基，R 表示具有 1 至 6 个碳原子的直链或支链烷基，可选择带有 CN、F、Cl、Br 系列中的取代基，或具有 3 至 5 个碳原子的烯基，可选择带有 F、Cl、Br 系列中的取代基。