4-三氟甲基苯甲醛

4-三氟甲基苯甲醛
别名 α,α,α-trifluoro-4-tolualdehyde
识别
CAS号 455-19-6 ?
PubChem 67996
性质
化学式 C8H5F3O
摩尔质量 174.12 g·mol−1
外观 无色油状物
沸点 64 °C(12 torr)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

4-三氟甲基苯甲醛是一种有机氟化合物,化学式为CF
3
C
6
H
4
CHO。它的三氟甲基是吸电子基,提升了甲酰基(醛基)的亲电性,并为19氟核磁共振谱英语fluorine-19_nuclear_magnetic_resonance_spectroscopy分析提供了标记。

合成与反应

它可以4-三氟甲基苯硼酸为原料经铃木-宫浦反应制得。[1]它也可由4-甲酰基苯硼酸的三氟甲基化得到。[2]

它可以迅速和胺缩合,得到亚胺。[3]这可用于兰吡立松英语Lanperisone等药物的合成。[4]

参考文献

  1. ^ Mai, Shaoyu; Li, Wendong; Li, Xue; Zhao, Yingwei; Song, Qiuling. Palladium-catalyzed Suzuki-Miyaura coupling of thioureas or thioamides. Nature Communications. 2019, 10 (1): 5709. PMC 6911099可免费查阅. PMID 31836718. doi:10.1038/s41467-019-13701-5. 
  2. ^ Ye, Yingda; Sanford, Melanie S. Merging Visible-Light Photocatalysis and Transition-Metal Catalysis in the Copper-Catalyzed Trifluoromethylation of Boronic Acids with CF3I. Journal of the American Chemical Society. 2012, 134 (22): 9034–9037. PMC 3415565可免费查阅. PMID 22624669. doi:10.1021/ja301553c. 
  3. ^ Habibi, Mohammad Hossein; Montazerozohori, Morteza; Lalegani, Arash; Harrington, Ross W.; Clegg, William. Synthesis, structural and spectroscopic properties of a new Schiff base ligand N,N′-bis(trifluoromethylbenzylidene)ethylenediamine. Journal of Fluorine Chemistry. 2006, 127 (6): 769–773. doi:10.1016/j.jfluchem.2006.02.014. 
  4. ^ Shiozawa, A; Narita, K; Izumi, G; Kurashige, S; Sakitama, K; Ishikawa, M. Synthesis and activity of 2-methyl-3-aminopropiophenones as centrally acting muscle relaxants. European Journal of Medicinal Chemistry. January 1995, 30 (1): 85–94. doi:10.1016/0223-5234(96)88213-4.