9Microsoft_Word_-_LCU_Assign

9Microsoft_Word_-_LCU_Assign - were constitutional isomers....

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Assignment 8 CHE-LCU To be handed in on Monday April 2 nd at the beginning of class Road Maps 1. a) Provide structures for A-G H 2 O I 2 BH 3 :THF H 2 O 2 , OH - OsO 4 Br 2 H 2 O HBr H 2 O 2 A B C D E F G HBr H + b) Which letters correspond to Markovnikov additions? c) Which letters correspond to anti-Markovnikov additions? d) Which letters correspond to syn additions? e) Which letters correspond to anti additions? Note: Letters may be used one, more than once or not at all.
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2. Compound A was reacted twice, first with a solution of sodium ethoxide and then a solution of potassium tert-butoxide to produce compounds B and C respectively. When added to a solution of HBr compound B yielded only a single product, compound D, which was optically inactive. On the other hand, when compound C was added to HBr, compounds E and F (along with their enantiomers) were formed; and upon further analysis it was determined that they
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Unformatted text preview: were constitutional isomers. If the ozonolysis of compound B produced the molecule below, provide structures for A, B, C, D, E and F. Mechanism 3. Provide a mechanism for the following reactions a) Show at least two chain termination steps. b) Synthesis 4. Using any of the reagents and any reactions from 1-20 in your cookbook, synthesize the following molecule from this starting material: a) b) c) d) e) Other Problems 5. a) List the products of the oxidative cleavage of the compound below via hot basic potassium permanganate solution. b) If ozone with dimethyl sulfide was used instead of KMnO 4 , what would the products be? 6. If the following compound was added to F 2 and light in a free radical reaction, list all possible monosubstituted products along with their respective yields....
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This note was uploaded on 09/24/2011 for the course BIO 100 taught by Professor John during the Spring '11 term at Harvard.

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9Microsoft_Word_-_LCU_Assign - were constitutional isomers....

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