Related Products of 1835-65-0,Some common heterocyclic compound, 1835-65-0, name is 3,4,5,6-Tetrafluorophthalonitrile, molecular formula is C8F4N2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Toamixtureof5mmol of tetrafluorophthalonitrile (1.2 g,5mmol) and5mmol of 4-Methoxy-1-naphthol (0.87 g, 5 mmol) in 50 ml of DMSO at ambient temperature was added 5 mmolof lithium hydroxide monohydrate (0.21 g, 5 mmol) within 0.5 h. The mixture was stirred for24 h at same temperature and then it was poured to 100ml of water. Then extracted with chloroform(2 ¡Á 100 mL), washed with water (1 ¡Á 100 mL) and brine (1 ¡Á 100 mL) solution anddried over Na2SO4. The solvent was removed under reduced pressure. The resulting residuewas purified by silica-gel column chromatography using Benzene:Hexane (8:2) as an eluent toobtain compound 3 (1.41 g, 80.1percent) as a yellow solid. 1H NMR (600MHz, CDCl3 ppm) delta 7.94(d, J = 8.2 Hz, 1H), 7.43 (d, J = 8.2 Hz, 1H), 7.30-7.26 (m, 1H), 7.19-7.15 (m, 1H), 6.45 (d,J = 8.3 Hz, 1H), 6.36 (d, J = 8.3 Hz, 1H). 13C NMR (125 MHz, CDCl3, ppm) delta 155.7, 153.9,152.6, 146.1, 143.5, 128.5, 127.4, 126.7, 126.2, 125.4, 122.6, 122.0, 121.1, 120.6, 109.8, 109.1,102.2, 101.9, 55.8. IR (KBr tablet) numax/cm?1: 3010, 2940, 2236, 1633, 1597, 1386, 1289, 1152,1042, 978, 760. MALDI-TOF-MS: m/z calcd for C19H9F3N2O2, 354; found 355 [M + H+]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,4,5,6-Tetrafluorophthalonitrile, its application will become more common.
Reference:
Article; Jeong, Jaemyeng; Kumar, Rangaraju Satish; Kim, Ick Jin; Son, Young-A; Molecular Crystals and Liquid Crystals; vol. 644; 1; (2017); p. 249 – 256;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts