4-(4-diethylamino-2,6-dimethylphenylimino)-1,4-dihydronaphthylidenemalononitrile | 129371-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(4-diethylamino-2,6-dimethylphenylimino)-1,4-dihydronaphthylidenemalononitrile
• CAS: 129371-69-3
• 化学式: C₂₅H₂₄N₄
• 分子量: 380.492
• InChiKey: KVKVMUOHEQZNBA-ZZIIXHQDSA-N

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：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  63.18
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N,N-diethyl-3,5-dimethyl-4-nitroaniline 在 盐酸 、 ammonium peroxydisulfate 、 锌 作用下， 以 ammonium hydroxide 、 丙酮 为溶剂， 反应 1.5h， 生成 4-(4-diethylamino-2,6-dimethylphenylimino)-1,4-dihydronaphthylidenemalononitrile
  参考文献：
  名称：

  Experimental and theoretical study of near-infrared absorbing naphthoquinone methide dyes with a nonplanar geometry

  摘要：

  The bathochromic shift of the near-infrared absorption spectra of naphthoquinone methide dyes has been observed as a function of increased steric hindrance between the quinone imine and aniline segments. This novel shift that results from the loss of planarity has been examined by means of semiempirical INDO/S and AM1 models. Based on the configuration interaction (CI) analysis, the observed transitions in both the near-infrared and UV regions have been assigned. The introduction of an acetylamino group at the 2-position of aniline ring has caused a bathochromic shift with a remarkable increase in molecular extinction coefficient. In order to interpret these results, both an electronic factor and a steric effect have been analyzed. This interesting color-structure relationship of a nonplanar chromophoric system has been elucidated.

  DOI：

  10.1021/ja00008a012