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4. List two different sets of reagents (each set consisting of a carbonyl compound and a Grignard reagent) that could be used to synthesize each of the following secondary alcohols. [4 points each] 3H 5. Reaction of cyclohexanone with ethylene glycol in the presence of an acid catalyst gives the cyclic acetal shown. Propose a mechanism for this reaction. [8 points]

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Janard a h-merれ077-benzaldeyde oH BY 01 H o 0 Ho 10

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