1,2,3,4-Tetrafluoronaphthalene undergoes nucleophilic and electrophilic substitutions in the fluorocarbon and in the hydrocarbon ring respectively. On treatment with sodium methoxide, hydrazine, and lithium aluminium hydride, the 2-fluorine atom is displaced predominantly. Bromination and nitration yield mixtures of compounds substituted α and β in the hydrocarbon ring.
P. L. Coe, G. M. Pearl and J. C. Tatlow, J. Chem. Soc. C, 1971, 604 DOI: 10.1039/J39710000604
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