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Cl cl meoh o hcl cl o oh cl o ome purpose of the

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Unformatted text preview: accompany Organic Chemistry 2e O O S Ar OH SN1 OH2 OH HO O PROBLEM 2 Draw mechanisms for these reactions, explaining why these particular products are formed. Cl Cl MeOH O HCl Cl O OH Cl O OMe Purpose of the problem How to choose between SN1 and SN2 when the choice is more subtle. Suggested solution The first compound has two leaving groups – both secondary chlorides. The one that leaves is next to oxygen so that suggests SN1 (the oxyegn lone pair can stabilise the cation) as does the reagent: surely MeO– would b...
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