Fluorination of alkanes by chlorine trifluoride. Hydride abstraction mechanism

KR Brower

Index: Brower, K. R. Journal of Organic Chemistry, 1987 , vol. 52, # 5 p. 798 - 802

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Citation Number: 10

Abstract

Addition of chlorine trifluoride to a solution of alkane in Freon or liquid carbon dioxide at-75" C gives good yields of monofluoroalkane along with difluoro-and trifluoroallranes in amounts dependent on reactant proportions. The inorganic products are HF and C1F. The reaction is highly selective for 3" over 2" positions. Methane and hexamethylethane are unreactive. Neohexane fluorinates with rearrangement, but 2-fluoro-3, 3-dimethylbutane ...