Compound A is treated with magnesium in ether to give B which reacts violently with to

Chapter 0, Problem 10-47

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Compound A is treated with magnesium in ether to give B which reacts violently with to give 1-methylcyclohexene with a deuterium atom on the methyl group (C). Reaction of B with acetone followed by hydrolysis gives D Heating D with concentrated gives E which decolorizes two equivalents of to give F E undergoes hydrogenation with excess and a Pt catalyst to give isobutylcyclohexane. Determine the structures of compounds A through F, and show your reasoning throughout.

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