O-(2,4-dinitrophenyl)-p,p'-dichlorobenzophenone oxime | 17188-66-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: O-(2,4-dinitrophenyl)-p,p'-dichlorobenzophenone oxime
• 英文别名: 1,1-bis(4-chlorophenyl)-N-(2,4-dinitrophenoxy)methanimine
• CAS: 17188-66-8
• 化学式: C₁₉H₁₁Cl₂N₃O₅
• 分子量: 432.219
• InChiKey: BBQANZJBXBPJLI-UHFFFAOYSA-N

物化性质

• 沸点：
  565.5±60.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.64
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107.87
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  十二烷基伯胺 、 O-(2,4-dinitrophenyl)-p,p'-dichlorobenzophenone oxime 以 苯 为溶剂， 生成 N-Dodecyl-2,4-dinitro-anilin
  参考文献：
  名称：

  Jain, A. K.; Singh, P.; Atray, Neeraj, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1995, vol. 34, # 12, p. 1047 - 1052

  摘要：

  DOI：
• 作为产物：
  描述：

  4,4'-二氯二苯甲酮 在 sodium hydroxide 、 盐酸羟胺 、 sodium 作用下， 以 甲醇 为溶剂， 生成 O-(2,4-dinitrophenyl)-p,p'-dichlorobenzophenone oxime
  参考文献：
  名称：

  Aminolysis ofO-(2,4-dinitrophenyl)-p,p?-disubstituted benzophenone oximes in benzene: Evidence for Hirst's mechanism

  摘要：

  The reactions of O-(2,4-dinitrophenyl)-substituted p,p'-dimethoxybenzophenone oxime, p,p'-fluorobenzophenone oxime and p,p'-dichlorobenzophenone oxime with pyrrolidine and piperidine in benzene were found to be third order in amine, with no uncatalytic route. The overall rate is a combined effect of rates of two routes, one of which increases and the other decreases with rise in temperature. The relative contribution of the two routes to overall rate varies with temperature, nucleofugicity of the substrate, nucleophilicity and concentration of amine, As a result, the effect of temperature on the overall rate for some reactions is positive and for others negative. This unusual temperature effect on the overall rate supports Hirst's mechanism.

  DOI：

  10.1002/(sici)1099-1395(199611)9:11<770::aid-poc846>3.0.co;2-5

文献信息

• The ultraviolet spectra of O-(2,4-dinitrophenyl)oximes and 2,4-dinitrophenylhydrazones: transmission of electronic effects through O and NH groups
  作者：Zvi Rappoport、Tuvia Sheradsky

  DOI：10.1039/j29670000898

  日期：——

  The λmax values in the ultraviolet spectra of 61 pairs of 2,4-dinitrophenylhydrazones (DNP) and O-(2,4-dinitrophenyl)oximes (DNO) were compared. The λmax(DNP)–λmax(DNO)=Δλ values are 61 ± 1 mµ for aliphatic carbonyl compounds, 69 ± 1 mµ for aromatic aldehydes and ketones, and 71 ± 1 mµ for diaryl ketones. Deviations were found for several ortho substituents or for para substituents having strong +M

  比较了61对2,4-二硝基苯基hydr（DNP）和O-（2,4-二硝基苯基）肟（DNO）在紫外光谱中的λmax值。的λ最大（DNP）-λ最大值（DNO）=Δλ的值是61±1米μ为脂族羰基化合物，69±1米μ为芳香醛和酮，和71±1米μ为二芳基酮。被发现的数偏差邻取代基或对位具有强+取代基中号效果。讨论了确定恒定性和Δλ值偏差的因素。