N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline | 80631-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline
• 英文别名: cis-4-(diethylamino)-4'-nitroazobenzene；4-(diethylamino)-4'-nitroazobenzene；p-nitro-p'-(diethylamino)azobenzene；4'-nitro-4-diethylaminoazobenzene；4,4'-diethylaminoazobenzene
• CAS: 80631-73-8
• 化学式: C₁₆H₁₈N₄O₂
• 分子量: 298.345
• InChiKey: LVQIWDUSUJTZJF-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  71.1
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline 以 正庚烷 为溶剂， 生成 N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline
  参考文献：
  名称：

  微非均质介质中的溶解位点和方向。使用供体-受体取代的偶氮苯和双发色溶剂致变色分子的研究

  摘要：

  Etude par spectrometrie UV, de la solubilisation desderived de l'azobenzo dans desmicelles inverses: Aerosol OT/hydrocarbure/eau; 十二烷基硫酸钠/烃/水；卤代烷基三甲基铵/烃基/eau

  DOI：

  10.1021/ja00204a025
• 作为产物：
  描述：

  N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline 在 sodium bis(2-ethylhexyl)-sulfosuccinate 作用下， 以 正庚烷 、 水 为溶剂， 生成 N,N-diethyl-4-((4-nitrophenyl)diazenyl)aniline
  参考文献：
  名称：

  在表面活性剂介质中的增溶：使用可异构化的溶质探针来确定微乳液中的微不均匀性

  摘要：

  与对硝基-p'-(二乙氨基)-偶氮苯和微乳剂和溶剂均质的溶解性反式异构体和顺式异构体的比较。 d'isomere trans et de l'isomere cis du p-nitro-p'-(diethylamino)-azobenzo dans des microemulsions et dans des solvants homogenes。假设 que dans les microemulsions les isomeres ciset trans-occupent des sites de solubilisation differents, ce qui permet d'estimer l'«homogeneite» de ces sites, qui sont valables pour le colorant azobenzenique。Cas des microemulsions

  DOI：

  10.1021/ja00360a043

文献信息

• Effect of head group size on the photoswitching applications of azobenzene Disperse Red 1 analogues
  作者：Alexis Goulet-Hanssens、T. Christopher Corkery、Arri Priimagi、Christopher J. Barrett

  DOI：10.1039/c4tc00996g

  日期：——

  We investigate the effect of the increased molecular bulk in the ‘head’ group for a class of newly synthesized azobenzene chromophores and demonstrate that motifs with larger free-volume changes during isomerization drive photoinduced macromolecular phenomena.

  我们研究了一类新合成的偶氮苯染料分子“头部”基团分子量增加的影响，并证明了在异构化过程中具有更大自由体积变化的结构单元能驱动光诱导大分子现象。
• Rate constants of the thermal cis-trans isomerization of azobenzene dyes in solvents, acetone/water mixtures, and in microheterogeneous surfactant solutions
  作者：Kathrin Gille、Helmut Knoll、Konrad Quitzsch

  DOI：10.1002/(sici)1097-4601(1999)31:5<337::aid-kin3>3.0.co;2-e

  日期：——

  Rate constants k(iso) of the thermal cis-trans isomerization of four 4,4'-nitro-aminoazobenzenes with different amino groups have been determined in homogeneous aprotic solvents and polyglykol oligomers, primarily by means of conventional flash photolysis. The rate constants have been correlated with polarity (according to lambda(max) from UV/Vis absorption spectra of the trans isomers) and bulk viscosity of the solvents. Qualitative conclusions about the influence of varying concentrations of water with respect to polarity and hydrogen banding on k(iso)- and lambda(max)-values in acetone/water mixtures were derived. Based on these results the data from microheterogeneous solutions have been interpreted.In microheterogeneous water/surfactant solutions k(iso)-values of selected azo dyes were strongly dependent on the concentrations of SDS, Triton(R) X-100, C12EO8 in water, and varied with the composition of bicontinuous microemulsions of Igepal(R) CA-520/ heptane/water. The large spread of isomerization rate constants is in part due to varying microviscosity.Replacement of H2O by D2O in aqueous surfactant solutions produced surprisingly large kinetic solvent isotope effects. (C) 1999 John Wiley & Sons, Inc.
• Solvent-induced mechanism change in charge-transfer molecules. Inversion versus rotation paths for the Z .fwdarw. E isomerization of donor-acceptor substituted azobenzenes
  作者：Dong Myung. Shin、David G. Whitten

  DOI：10.1021/ja00223a058

  日期：1988.7
• Correlation of the rate of thermal cis-trans isomerization of p-nitro-p'-(dialkylamino)azobenzenes with solvent Z value applied to study polarity in aqueous surfactant solutions
  作者：Kirk S. Schanze、T. Fleming Mattox、David G. Whitten

  DOI：10.1021/ja00370a048

  日期：1982.3
• Marcandalli, Bruno; Pellicciari-Di Liddo, Livia; Di Fede, Cinzia, Journal of the Chemical Society. Perkin transactions II, 1984, # 4, p. 589 - 594
  作者：Marcandalli, Bruno、Pellicciari-Di Liddo, Livia、Di Fede, Cinzia、Bellobono, Ignazio Renato

  DOI：——

  日期：——