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Chemistry for Sustainable Development

2023 year, number 6

Synthesis of 1,1'-(2,3,5,6-Tetrafluoro-1,4-phenylene)dipropan-1-one

A. S. VINOGRADOV1, S. B. KALASHNIKOV1,2, V. E. PLATONOV1, T. V. MEZHENKOVA1
1Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, Novosibirsk, Russia
2Novosibirsk State University, Novosibirsk, Russia
Keywords: ketone, zinc, organozinc compounds, propionyl chloride
Pages: 614–618

Abstract

1-(Pentafluorophenyl)propan-1-one reacts with zinc in the presence of catalytic amounts of SnCl2 under heating in dimethyl formamide to give (2,3,5,6-tetrafluoro-4-propionylphenyl)zinc chloride and bis(2,3,5,6-tetrafluoro-4-propionylphenyl)zinc. 1,1'-(2,3,5,6-Tetrafluoro-1,4-phenylene)dipropan-1-one was synthesized from these organozinc compounds and propionyl chloride in the presence of CuI. The reaction of organozinc compounds obtained from 3-bromo-1,2,4,5-tetrafluorobenzene leads to the formation of 1-(2,3,5,6-tetrafluorophenyl)propan-1-one

DOI: 10.15372/CSD2023508
EDN: UAROLG