Chem262-E2 Practice Problems

Chem262-E2 Practice Problems - a Show the intermediate...

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1 Chem 262 Exam 2 Practice Problems 1. Provide IUPAC names for the following compounds. OH O O H O OH O OH H 2 N 2. Predict the products for the following reactions. O CH 3 MgBr O NaBH 4 O O HOCH 2 CH 2 OH H + O O H 2 , Pd (a) (b) (c) (d) (e) (f) CH 3 NH 2 cat. H+ Ph 3 P OEt O 3. Provide the necessary reagents for the following transformations (more than one step may be involved). Br HO Br Br OH (a) (b) (c) (d) OH Br O O
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2 4. Cyclopentadiene can undergo a Diels Alder reaction with itself. Show the products, label them endo and exo, and indicate which will be the major product. 5. For the starting material shown below, the initial product of the Claisen rearrangement is not stable, so it reacts further via a Cope rearrangement.
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Unformatted text preview: a. Show the intermediate formed from the initial Claisen rearrangement. b. Provide an explanation for why it isnt stable. c. Show the mechanism for conversion from the intermediate to the final product. O OH 3 6. For the following reactions, predict the product and show the mechanism for its formation. O NH 2 NH 2 tBuOK H O H N + H + O OH EtOH, H 2 SO 4 (a) (b) (c) 7. Predict the products from the following reactions. O 1. Et 2 NH 2. H 2 , Ni O OH CH 2 N 2 OH OH 1. H 2 CrO 4 2. heat (a) (b) (c) (d) (e) O heat O L n Ru Ph (cat) heat (f)...
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