Sample Final 1 - Sample final type questions CHM2120A 1....

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Sample final type questions CHM2120A 1. Show the mechanism for this reaction and explain which side the equilibrium lies on. O + HO O H 2. Rank these electrophiles in order of increasing reactivity toward hydroxide ions. Br O S CH 3 O O I Cl O O 2 N 3. Rank these aromatic compounds from least reactive to most reactive with SO 3 , H 2 SO 4 and show what the products will be. S S O O Cl OMe OMe
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4. Which of these nucleophiles will need activation to add reversibly to N-methylketamine and which will add irreversibly to it? Show the products (don’t worry about stereochemistry). O NMe 2 Cl MgCl CN HO OH Ph 5. The chemical formula for an unknown is C 7 H 7 Br and the 1H NMR is shown. Determine the structure of the compound.
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6. A molecule with the chemical formula of C 6 H 10 O and 1H NMR peaks at 2.4 ppm (4H, t), 1.9 ppm (4H, quintet), 1.8 ppm (2H quintet) is treated with butyl lithium and then 1 equivalent of methyl iodide. Show the reaction and draw out the product. 7.
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Sample Final 1 - Sample final type questions CHM2120A 1....

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