Final_Wi03 - NU Chem 210-2, Winter 2003 Final exam 2 1. (24...

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NU Chem 210-2, Winter 2003 Final exam 2 1. (24 pts) Complete the following reactions, be careful to give all the major carbon-containing products, starting materials, or reagents. Clearly indicate the stereochemistry when relevant. If there is no reaction, say so. Assume that Friedel-Krafts alkylation can be stopped at single alkylation. a) b) OH NO 2 c) Ph OH Ph 1) H 2 SO 4 , 2) mCPBA 3) H 3 O + , H 2 O 4) HIO 4 d) O O e) + O HH O H f) OH O HO
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NU Chem 210-2, Winter 2003 Final exam 3 2. (24 pts) Complete the following reactions, be careful to give all the major carbon-containing products, starting materials, or reagents. Clearly indicate the stereochemistry when relevant. If there is no reaction, say so. a) O Ph H Ph b) O H O c) O 1)Br 2 2) KO t Bu, 3) HCl (gas), 25 o C d) OH 1) SOCl 2 2) Pyridine excess, 3) Br 2 4) H 2 O, NaOH 5) TsCl, Py e) OMe f) 1) Br 2 , MeOH, Na 2 CO 3 2) KOMe, 3) O 3 4) Me 2 S
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NU Chem 210-2, Winter 2003 Final exam 4 3. (20 pts) Arene diazonium compounds are useful intermediates to other substituted aromatics. One useful application of this reaction is in the synthesis of a fluoroaromatic.
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Final_Wi03 - NU Chem 210-2, Winter 2003 Final exam 2 1. (24...

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