4-methylphenyl 4-dimethylaminobenzoate | 15024-07-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-methylphenyl 4-dimethylaminobenzoate
• 英文别名: p-Dimethylamino-benzoesaeure-p-tolylester；4-Methylphenyl 4-(dimethylamino)benzoate；(4-methylphenyl) 4-(dimethylamino)benzoate
• CAS: 15024-07-4
• 化学式: C₁₆H₁₇NO₂
• 分子量: 255.316
• InChiKey: KKHTUJKUUISDQT-UHFFFAOYSA-N

物化性质

• 熔点：
  160-161 °C (decomp)(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  391.5±25.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-二甲氨基苯甲酰氯 、 对甲酚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-methylphenyl 4-dimethylaminobenzoate
  参考文献：
  名称：

  替代物引起的电子相互作用的证据。苯甲酸苯酯的远程芳香环取代基对羰基单元对苯基或苯甲酰基环取代基电子效应的敏感性的影响

  摘要：

  羰基碳13个C NMR化学位移δ Ç（C O）在这项工作中测量了一系列广泛取代的苯基甲酸酯的p -YC 6 ħ 4 CO 2 C ^ 6 ħ 4 - p -X（X = NO 2，CN，氯，Br，H，Me或MeO； Y = NO 2，Cl，H，Me，MeO或NMe 2）已用作研究取代基对羰基单元影响的工具。这项工作的目的是研究X和Y在这方面的交互作用。两个苯基取代基X和取代基苯甲酰Y具有上δ反向效应Ç（CO）。吸电子的取代基引起屏蔽，而给电子的取代基具有相反的影响，电感和共振效应都很大。X和Y之间交叉相互作用的存在可以清楚地证实。远程芳族环取代基的电子效应系统地改变了C O基团对苯基或苯甲酰基环取代基的电子效应的敏感性。吸电子在一个环取代基降低δ的灵敏度Ç（CO）取代另一个环，而供电子取代基反过来影响灵敏度。建议的结果可以用不同共振结构的贡献的取代基敏感平衡来解释（电子离域，方案1）。

  DOI：

  10.1021/jo035521u

文献信息

• Intramolecular charge transfer dual fluorescence of substituted-phenyl p-dimethylaminobenzoates with comparable electron acceptors
  作者：Wei Huang、Xuan Zhang、Li-Hua Ma、Chao-Jie Wang、Yun-Bao Jiang

  DOI：10.1016/s0009-2614(01)01491-9

  日期：2002.2

  A series of substituted-phenyl p-dimethylaminobenzoates with para- or meta-substitution at the ester phenyl ring (p-OH, p-CH3, H, p-Br, in-Cl, and p-NO2) were synthesized and their fluorescence spectra were recorded, Intramolecular charge transfer (CT) dual fluorescence was observed in polar solvents. The CT emission in the same solvent was found to shift to lower energy with increasing electron-withdrawing ability of the substituent, whereas the locally excited (LE) emission hardly showed any change. A linear correlation was found between the CT emission energies of the four of the six esters and the Hammett constants of the substituents in diethyl ether, tetrahydrofuran and ethyl acetate and the linear slopes were -0.190, -0.169 and -0.138 eV, respectively, that decreased with increasing solvent polarity. The implications of the present findings were discussed in terms of structural relaxation during the excited-state CT reaction and of designing new fluorescence chemosensors. (C) 2002 Elsevier Science B.V. All rights reserved.
• PATTERN-FORMING COMPOSITION, FILM, INFRARED CUT FILTER, INFRARED TRANSMITTING FILTER, SOLID IMAGE PICKUP ELEMENT, INFRARED SENSOR, AND CAMERA MODULE
  申请人：FUJIFILM Corporation

  公开号：US20200218150A1

  公开（公告）日：2020-07-09

  Provided is a pattern-forming composition, including: an infrared absorbing colorant; and at least one compound selected from the group consisting of a resin having a glass transition temperature of 150° C. to 300° C. and a precursor of a resin having a glass transition temperature of 150° C. to 300° C.
• Evidence of Substituent-Induced Electronic Interplay. Effect of the Remote Aromatic Ring Substituent of Phenyl Benzoates on the Sensitivity of the Carbonyl Unit to Electronic Effects of Phenyl or Benzoyl Ring Substituents
  作者：Helmi Neuvonen、Kari Neuvonen、Paavo Pasanen

  DOI：10.1021/jo035521u

  日期：2004.5.1

  Carbonyl carbon 13C NMR chemical shifts δC(CO) measured in this work for a wide set of substituted phenyl benzoates p-Y-C6H4CO2C6H4-p-X (X = NO2, CN, Cl, Br, H, Me, or MeO; Y = NO2, Cl, H, Me, MeO, or NMe2 ) have been used as a tool to study substituent effects on the carbonyl unit. The goal of the work was to study the cross-interaction between X and Y in that respect. Both the phenyl substituents

  羰基碳13个C NMR化学位移δ Ç（C O）在这项工作中测量了一系列广泛取代的苯基甲酸酯的p -YC 6 ħ 4 CO 2 C ^ 6 ħ 4 - p -X（X = NO 2，CN，氯，Br，H，Me或MeO； Y = NO 2，Cl，H，Me，MeO或NMe 2）已用作研究取代基对羰基单元影响的工具。这项工作的目的是研究X和Y在这方面的交互作用。两个苯基取代基X和取代基苯甲酰Y具有上δ反向效应Ç（CO）。吸电子的取代基引起屏蔽，而给电子的取代基具有相反的影响，电感和共振效应都很大。X和Y之间交叉相互作用的存在可以清楚地证实。远程芳族环取代基的电子效应系统地改变了C O基团对苯基或苯甲酰基环取代基的电子效应的敏感性。吸电子在一个环取代基降低δ的灵敏度Ç（CO）取代另一个环，而供电子取代基反过来影响灵敏度。建议的结果可以用不同共振结构的贡献的取代基敏感平衡来解释（电子离域，方案1）。