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2-Methylpentane (C6H14) Can Be Converted, Through a Multistep Synthesis, to a Compound

Question 103

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2-Methylpentane (C6H14) can be converted, through a multistep synthesis, to a compound with a molecular formula of C6H13Br that shows exactly six resonances in its proton-decoupled 13C NMR spectrum. Suggest a synthetic pathway to prepare such a compound from 2-methylpentane.

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