Chemistry, 03.06.2021 01:00 jjcooper05

Treatment of the bicyclic chloride A with lithium in tetrahydrofuran (THF) gave the monocyclic product B, C9H9Li. In deuterated THF, B exhibited a single proton NMR signal at 6.72 ppm and a single 13C-NMR signal at about 110 ppm. Treatment of B with tetraethylammonium chloride gave a white solid in which N(C2H5)4 replaces Li. Draw a structure for the lithium derivative B.

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Treatment of the bicyclic chloride A with lithium in tetrahydrofuran (THF) gave the monocyclic produ...

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