4-(((4-ethylphenyl)imino)methyl)phenol | 67302-65-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(((4-ethylphenyl)imino)methyl)phenol
• 英文别名: 4-{[(4-Ethylphenyl)imino]methyl}phenol；4-[(4-ethylphenyl)iminomethyl]phenol
• CAS: 67302-65-2
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: DLEOYSNRPZLRQG-UHFFFAOYSA-N

物化性质

• 沸点：
  394.2±35.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(((4-ethylphenyl)imino)methyl)phenol 在 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 42.0h， 生成
  参考文献：
  名称：

  Molecular structure–thermal behaviour relationship of dimers consisting of different terminal substituents and sulphur–sulphur linking group

  摘要：

  A new series of dimers 6-(4-oxybenzylidine-4'-substituted-aniline)hexyldisulphides containing various terminal substituents (CH3, C2H5, Cl and Br) have been synthesized. The correlation between the molecular structure and the properties of all the ultimate compounds has been made on the basis of their thermal behaviour. The dimers with CH3 and C2H5 substituents exhibit predominantly the monotropic N phase of which the C2H5-containing derivative possesses more stable nematogenic temperature range in comparison to its methyl-containing analogue. As for the member with Cl substituent, it exhibits enantiotropic N and monotropic smectic A phase. However, the dimer in which the Cl was substituted by Br exhibits purely enantiotropic smectic A phase. Upon cooling all of the final compounds show the transition from isotropic to mesophase prior to the change from mesophase to crystal except the member with Br substituent which displays mosaic B phase even at room temperature. An extensive study to further substantiate the relationship between the stability of the phase and associated transition temperatures due to different terminal substituent is also studied. This study reveals that the terminal Br increases the clearing temperature and polarizability which enhances the formation and stability of SmA and mosaic B phases. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.03.071
• 作为产物：
  描述：

  对羟基苯甲醛 、 4-乙基苯胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以75.2%的产率得到4-(((4-ethylphenyl)imino)methyl)phenol
  参考文献：
  名称：

  4-(((4-ethylphenyl)imino)methyl)phenol 和 (E)-4-((naphthalen-2-ylimino)methyl) phenol Schiff 碱的合成、晶体结构、量子化学研究和腐蚀抑制电位

  摘要：

  摘要 通过以下反应合成了两个席夫碱配体，4-(((4-ethylphenyl)imino)methyl)phenol (4EMP) 和 (E)-4-((naphthalen-2-ylimino)methyl) phenol (4NMP) 4-羟基苯甲醛与 4-乙基苯胺、4EMP 或萘-2-胺、4NMP。使用NMR（ 1 H 和 13 C）、傅里叶变换红外（FTIR）和质谱技术对化合物进行表征。质子 NMR 分别在 9.73 和 9.77 ppm 处鉴定了 4EMP 和 4NMP 的 OH 峰，而 13 C NMR 显示亚胺碳位于 4EMP 的 172.57 ppm 和 4NMP 的 160.89 ppm。FTIR 光谱显示了典型的偶氮甲碱基团在 1605 cm -1 (4EMP) 和 1600 cm -1 (4NMP) 处的特征峰，质谱结果分别给出了 226.12 和 248.10 的分子

  DOI：

  10.1016/j.molstruc.2017.06.104

文献信息

• Non-symmetric chiral liquid crystal dimers. Preparation and characterisation of the (S)-(benzylidene-4′-substitutedaniline)-2″-methylbutyl-4‴-(4″″-phenyloxy)-benzoateoxy)hexanoates
  作者：Guan-Yeow Yeap、Faridah Osman、Corrie T. Imrie

  DOI：10.1016/j.molstruc.2016.01.007

  日期：2016.5

  described. The terminal substituents on the 4-benzylidene-4′-substituted fragment are H, Cl, Br, I, CH 3 and C 2 H 5 . All six dimers exhibit an enantiotropic chiral nematic phase. The relationship between the chiral nematic-isotropic transition temperature and the terminal substituent is discussed in terms of the size of the substituent and its effect of the molecular shape, and its ability to interact

  摘要 描述了属于 ( S )-(benzylidene-4'-locatedaniline)-2"-methylbutyl-4‴-(4""-phenyloxy)benzoate-oxy)己酸酯家族的六种手性非对称二聚体的性质。 . 4-亚苄基-4'-取代片段上的末端取代基是H、Cl、Br、I、CH 3 和C 2 H 5 。所有六个二聚体都表现出对映手性向列相。手性向列-各向同性转变温度与末端取代基之间的关系根据取代基的大小及其对分子形状的影响，以及与它所连接的介晶基团相互作用的能力进行了讨论。C 2 H 5 取代的二聚体还显示出对映单层手性近晶C相，其形成归因于更长的烷基链引起的增强的分子不均匀性。
• Molecular structure–thermal behaviour relationship of dimers consisting of different terminal substituents and sulphur–sulphur linking group
  作者：Guan-Yeow Yeap、Faridah Osman、Wan Ahmad Kamil Mahmood、Daisuke Takeuchi

  DOI：10.1016/j.molstruc.2014.03.071

  日期：2014.9

  A new series of dimers 6-(4-oxybenzylidine-4'-substituted-aniline)hexyldisulphides containing various terminal substituents (CH3, C2H5, Cl and Br) have been synthesized. The correlation between the molecular structure and the properties of all the ultimate compounds has been made on the basis of their thermal behaviour. The dimers with CH3 and C2H5 substituents exhibit predominantly the monotropic N phase of which the C2H5-containing derivative possesses more stable nematogenic temperature range in comparison to its methyl-containing analogue. As for the member with Cl substituent, it exhibits enantiotropic N and monotropic smectic A phase. However, the dimer in which the Cl was substituted by Br exhibits purely enantiotropic smectic A phase. Upon cooling all of the final compounds show the transition from isotropic to mesophase prior to the change from mesophase to crystal except the member with Br substituent which displays mosaic B phase even at room temperature. An extensive study to further substantiate the relationship between the stability of the phase and associated transition temperatures due to different terminal substituent is also studied. This study reveals that the terminal Br increases the clearing temperature and polarizability which enhances the formation and stability of SmA and mosaic B phases. (C) 2014 Elsevier B.V. All rights reserved.
• Synthesis, crystal structures, quantum chemical studies and corrosion inhibition potentials of 4-(((4-ethylphenyl)imino)methyl)phenol and (E)-4-((naphthalen-2-ylimino) methyl) phenol Schiff bases
  作者：Elias E. Elemike、Henry U. Nwankwo、Damian C. Onwudiwe、Eric C. Hosten

  DOI：10.1016/j.molstruc.2017.06.104

  日期：2017.11

  Schiff base ligands, 4-(((4-ethylphenyl)imino)methyl)phenol (4EMP) and (E)-4-((naphthalen-2-ylimino) methyl) phenol (4NMP) were synthesized by the reaction of 4-hydroxybenzaldehyde with 4-ethylaniline, 4EMP, or naphthalene-2-amine, 4NMP. The compounds were characterized using NMR ( 1 H and 13 C), Fourier transform infra-red (FTIR) and mass spectroscopic techniques. The proton NMR identified the OH peaks

  摘要 通过以下反应合成了两个席夫碱配体，4-(((4-ethylphenyl)imino)methyl)phenol (4EMP) 和 (E)-4-((naphthalen-2-ylimino)methyl) phenol (4NMP) 4-羟基苯甲醛与 4-乙基苯胺、4EMP 或萘-2-胺、4NMP。使用NMR（ 1 H 和 13 C）、傅里叶变换红外（FTIR）和质谱技术对化合物进行表征。质子 NMR 分别在 9.73 和 9.77 ppm 处鉴定了 4EMP 和 4NMP 的 OH 峰，而 13 C NMR 显示亚胺碳位于 4EMP 的 172.57 ppm 和 4NMP 的 160.89 ppm。FTIR 光谱显示了典型的偶氮甲碱基团在 1605 cm -1 (4EMP) 和 1600 cm -1 (4NMP) 处的特征峰，质谱结果分别给出了 226.12 和 248.10 的分子