Compound X has molecular formula C7H14. Hydrogenation of compound X produces

Chapter 9, Problem 9.75

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Compound X has molecular formula C7H14. Hydrogenation of compound X produces 2,4-dimethylpentane. Hydroboration-oxidation of compound X produces a racemic mixture of 2,4-dimethyl-1-pentanol (shown below). Predict the major product(s) obtained when compound X is treated with aqueous acid (H3O+). 2,4-Dimethyl-1-pentanol

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