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quiz 6 key - orgo - formulaC 8 H 16 The major product...

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Chem 221 Quiz 6 KEY 1. Complete the reactions below by filling in the boxes with the appropriate products or reagents. Show stereochemistry, where appropriate. H 2 , Pd/C 1) OsO 4 2) NaHSO 3 OH KMnO 4 OH OH 1) Hg(OAc) 2 , H 2 O 2) NaBH 4 OH O O 2. Propose a synthesis of polypropylene starting with 2-bromopropane. More than one step is required. C C CH 3 H H H n polypropylene Br OH - polymerization catalyst
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3. Write a detailed electron pushing mechanism for the reaction of 1-methylcyclopentene with elemental chlorine in the presence of water . Cl Cl Cl Cl OH 2 Cl OH 2 Cl OH deprotonate B 4. Compound A, C 8 H 17 Br, undergoes reaction with - OH to yield a mixture of alkenes, each with the
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Unformatted text preview: formulaC 8 H 16 . The major product, Compound B, reacts with ozone, followed by treatment with zinc to yield 2-butanone (shown below) as the only product. a) Complete the following reaction sequence: O-OH 1) O 3 2) Zn compound A compound B 2-butanone Br b) Why do you think that compound B is the major product in the first reaction (as opposed to a different alkene)? Compound B is the most substituted alkene product, and as such is the favored one (alkene stability increases with increasing substitution with non-H attachments)....
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