problem_set_x - structure for A and explain how you arrived...

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CHEM 302 Organic Chemistry I Problem Set X Chapter 10 Introduction : Here are some more problems for you. You may consult with each other on these, but remember that, ultimately, you are responsible for your own understanding of these problems. Answers in 24 hours. 1) Draw the expected hydrocarbons when the alkenes below are treated with H 2 /PtO 2 and identify the major product in each case. Briefly explain your reasoning. a) b) H H c) 2) Give the expected major product from each of the following reactions. Pay attention to stereochemistry where appropriate. a) Br 2 b) Br 2 CH 3 OH
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3) Compound A (C 10 H 16 ) yields 1-isopropyl-4-methylcyclohexane on hydrogenation over PtO 2 . Treatment of A with ozone followed by oxidative work-up using hydrogen peroxide gives the compound shown below and formic acid (HCOOH). Suggest a
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Unformatted text preview: structure for A and explain how you arrived at your answer. ( Helpful suggestion : diagram the reaction.) OH O O O 4) Outline efficient reaction sequences suitable for preparing each of the following compounds from the indicated starting materials and any other necessary reagents. a) Br Br Cl from b) O OTs from 5) Provide the necessary reagents to convert 1-methylcyclopentene into: a) O b) OH OH 6) Give the expected products when 3,3-dimethyl-1-butene is treated with each of the following reagents: a) Hg(OAc) 2 , H 2 O, THF then NaBD 4 , OH-b) BH 3 , THF, then H 2 O 2 /OH-7) Suggest suitable starting materials and reagents for the preparation of the following isomeric epoxides: O O...
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problem_set_x - structure for A and explain how you arrived...

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