N-(4-chlorobenzoyl)-N-methyl-C-phenylglycine | 208463-72-3

• 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: N-(4-chlorobenzoyl)-N-methyl-C-phenylglycine
• 英文别名: N-(p-chlorobenzoyl)-N-methyl-C-phenylglycine；N-methyl-N-(4-chlorobenzoyl)-C-phenylglycine；N-(4-chlorobenzoyl)-N-methylphenylglycine；2-[(4-Chlorobenzoyl)-methylamino]-2-phenylacetic acid
• CAS: 208463-72-3
• 化学式: C₁₆H₁₄ClNO₃
• 分子量: 303.745
• InChiKey: ZDGDSTBUHJZINL-UHFFFAOYSA-N

物化性质

• 沸点：
  507.4±50.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-chlorobenzoyl)-N-methyl-C-phenylglycine 在 乙酸酐 作用下， 反应 0.25h， 生成
  参考文献：
  名称：

  三种 2-Aryl-3-methyl-4-aryl-1,3-thiazolium-5-thiolates 的合成、表征和晶体学研究

  摘要：

  2,4-二苯基-3-甲基-1,3-噻唑鎓-5-硫醇盐、2-(4'-氯苯基)-3-甲基-4-苯基-1,3-噻唑鎓-5-硫醇盐和2- (4'-氯苯基)-3-甲基-4-(4'-异丙基-苯基)-1,3-噻唑鎓-5-硫醇盐是通过N-甲基-C-芳基-甘氨酸合成的，涉及一锅法1 ,3-偶极环加成/环反转序列。后两种中间离子化合物是新的，一些中间体也是如此。化合物被充分表征，而三种介离子化合物的 X 射线衍射研究也证实了它们的结构和我们对介离子化合物的定义。特别是他们表明，介离子环系统有两个区域，其中电子和电荷离域由基本上是单键的东西隔开。

  DOI：

  10.1055/s-2003-38070
• 作为产物：
  描述：

  2-(甲基氨基)-2-苯基乙腈 在 sodium hydroxide 、 水 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 12.0h， 生成 N-(4-chlorobenzoyl)-N-methyl-C-phenylglycine
  参考文献：
  名称：

  三种 2-Aryl-3-methyl-4-aryl-1,3-thiazolium-5-thiolates 的合成、表征和晶体学研究

  摘要：

  2,4-二苯基-3-甲基-1,3-噻唑鎓-5-硫醇盐、2-(4'-氯苯基)-3-甲基-4-苯基-1,3-噻唑鎓-5-硫醇盐和2- (4'-氯苯基)-3-甲基-4-(4'-异丙基-苯基)-1,3-噻唑鎓-5-硫醇盐是通过N-甲基-C-芳基-甘氨酸合成的，涉及一锅法1 ,3-偶极环加成/环反转序列。后两种中间离子化合物是新的，一些中间体也是如此。化合物被充分表征，而三种介离子化合物的 X 射线衍射研究也证实了它们的结构和我们对介离子化合物的定义。特别是他们表明，介离子环系统有两个区域，其中电子和电荷离域由基本上是单键的东西隔开。

  DOI：

  10.1055/s-2003-38070

文献信息

• Influence of the aromatic substitutes in the thermal and kinetic behavior of mesoionic compounds of the 1,3-thiazole-5-tiolate system
  作者：Soraya Alves de Morais、Crislene Rodrigues da Silva Morais、Petrônio Filgueiras de Athayde Filho、Bruno Freitas Lira、Marcos Antonio feitosa de Souza

  DOI：10.1016/j.jallcom.2009.12.002

  日期：2010.4

  Abstract In this work, three mesoionic compounds of the 1,3-thiazole-5-tiolat system were studied, derived from amino acids of the glycerin through 1,3-dipolar cyclo-addition/reversion reaction. The mesoionic compounds were characterized as: MI-1 (mesoionic 2-(4-chlorophenyl)-3-methyl-4-phenyl-1,3-thiazole-5-tiolat); MI-2 (mesoionic 2-(4-chlorophenyl)-3-methyl-4-(4-isopropylphenyl)-1,3-thiazole-5-tiolat)

  摘要 在这项工作中，研究了 1,3-噻唑-5-硫醇酯系统的三种介离子化合物，它们通过 1,3-偶极环加成/回复反应衍生自甘油的氨基酸。介离子化合物的特征为：MI-1（介离子 2-（4-氯苯基）-3-甲基-4-苯基-1,3-噻唑-5-噻吩）；MI-2 (mesoionic 2-(4-chlorophenyl)-3-methyl-4-(4-isopropylphenyl)-1,3-thiazole-5-tiolat) 和 MI-3 (Mesoionic 2-(4-clorophenyl)-3 -甲基-4-(甲氧基苯基)-1,3-噻唑-5-硫醇酸酯)。这些化合物通过红外光谱 (IR)、核磁共振 (NMR)、热重 (TG) 和差示扫描量热仪 (DSC) 进行表征。此外，通过非等温热重法对热分解的动力学研究已经实现，展示了这些化合物的动力学和热行为。光谱分析的结果证实了合成的介离子化合物的结构。介离子化合物
• 5(4H)-Oxazolones. Part XI. Cycloaddition reaction of oxazolones and münchnones to triphenylvinylphosphonium salts as synthetic equivalents of alkynes
  作者：Francesca Clerici、Maria Luisa Gelmi、Pasqualina Trimarco

  DOI：10.1016/s0040-4020(98)00264-6

  日期：1998.5

  5(4H)-Oxazolones 1 and munchnones 3 are reacted with triphenylvinylphosphonium bromide 2a to give, through a cycloaddition reaction, pyrrole derivatives 4a-d and 7a-c unsubstituted at C-3 and C-4. The use of substituted vinylphosphonium salts 2b,c and dipoles 1 and 3 allows the isolation of 3-methylpyrroles 4e,f and 7d,e and 3-pyrrolecarboxylic acids 9a-c, respectively. The cycloaddition reactions proceed with high regioselectivity because of the positive interaction of phosphonium group of 2 and carbonyl group of dipoles 1 and 3. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• Probing the nuclear susceptibility of mesoionic compounds using two-beam coupling with chirp-controlled pulses
  作者：Carlos A.C. Bosco、Glauco S. Maciel、Nikifor Rakov、Cid B. de Araújo、Lúcio H. Acioli、Alfredo M. Simas、Petrônio F. Athayde-Filho、Joseph Miller

  DOI：10.1016/j.cplett.2007.10.037

  日期：2007.11

  The third-order non-linear optical response of mesoionic compounds (MIC) in dimethylsulfoxide (DMSO) and methanol solutions was investigated by use of collinear pump and probe technique with chirp-controlled femtosecond pulses. The experiments allowed the investigation of non-instantaneous nuclear processes and thermal effects induced by two-photon absorption (TPA). We found that the nuclear non-linearity of MIC in DMSO is similar to 1/5 the benzene, which was used as a reference material. This result is attributed to the large inertia of MIC to rotation, compared to benzene. The results for MIC in methanol indicate the influence of thermal effects due to TPA. (c) 2007 Elsevier B.V. All rights reserved.
• Ultrafast dynamics of mesoionic liquid solutions studied with incoherent light
  作者：L.de S. Menezes、Cid B. de Araújo、M.A.R.C. Alencar、P.F. Athayde-Filho、J. Miller、A.M. Simas

  DOI：10.1016/s0009-2614(01)01014-4

  日期：2001.10

  Optical Kerr shutter (OKS) measurements were performed in a solution of a mesoionic compound (MIC) in dimethylsulfoxide using 10 ns pulses of broadband noisy light with a coherence time of 160 fs. The results show a light induced birefringence with two main components: an instantaneous one, which follows the laser coherence time, and a sub-picosecond component, with a characteristic time of 560 fs, which is attributed to the birefringence decay due to molecular interactions. (C) 2001 Elsevier Science B.V. All rights reserved.