2-methacryloyloxybenzoyl chloride | 219951-08-3

• 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: 2-methacryloyloxybenzoyl chloride
• 英文别名: (2-Carbonochloridoylphenyl) 2-methylprop-2-enoate
• CAS: 219951-08-3
• 化学式: C₁₁H₉ClO₃
• 分子量: 224.644
• InChiKey: FEWQJFRAXWVWSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methacryloyloxybenzoyl chloride 、 Lys-Trp-Asp di-trifluoroacetic salt 在 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以49%的产率得到(2S)-2-[[(2S)-2-[[(2S)-2,6-bis[[2-(2-methylprop-2-enoyloxy)benzoyl]amino]hexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]butanedioic acid
  参考文献：
  名称：

  特定于氨基酸序列的聚合受体的模板介导合成。

  摘要：

  通过共价和非共价印迹的组合制备的聚合物受体对模板的氨基酸序列显示出高选择性（参见三肽 Lys-Trp-Asp 结合的示意图）。

  DOI：

  10.1002/(sici)1521-3773(19990712)38:13/14<2057::aid-anie2057>3.0.co;2-g
• 作为产物：
  描述：

  2-甲基丙烯酰氧基苯甲酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以65%的产率得到2-methacryloyloxybenzoyl chloride
  参考文献：
  名称：

  A Novel Approach to the Molecular Imprinting of Polychlorinated Aromatic Compounds

  摘要：

  The aim of this investigation was to determine whether relatively weak interactions, such as hydrogen bonds to aromatic chlorine atoms and interactions involving aromatic pi electrons could be exploited within artificial receptors, constructed using the technique of molecular imprinting. For the purposes of this investigation we chose 2,3,7,8-tetrachlorodibenzodioxin (TCDD)as the model target. Imprinted polymers have been prepared with two new templates designed to create recognition sites for TCDD. The first of these, the bis-N-(4-vinylphenyl)urea derivative of 2,8-dichloro-3,7-diaminodibenzodioxin, employed a carbonyl spacer to introduce aromatic amines into the polymer after reductive cleavage of the template. The second, N-(2-(3,7,8-trichlorodibenzodioxinyl))-2-methacryloyloxybenzamide, incorporated a salicylic acid spacer and introduced a methacrylic acid residue into the polymer following hydrolysis. Both amine and acid groups were positioned in such a way as to interact with TCDD through the formation of weak hydrogen bonds to aromatic chlorine atoms. A second recognition element was introduced into the binding sites by the inclusion of a polymerizable, electron-rich, aromatic ether capable of forming pi-pi interactions with the electron-deficient dioxin molecule. Polymers imprinted with either template showed significantly higher uptake of TCDD than the corresponding nonimprinted controls, even at concentrations as low as 2 nM.

  DOI：

  10.1021/ja9818295