CHEM 341 Workshop Questions Week 10 IUPUI

CHEM 341 Workshop Questions Week 10 IUPUI - containing...

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Name___________________________________ C341 Workshop Section____________________ October 28/29, 2010 Workshop 10 Questions 1. Specify reagents suitable for converting 3-ethyl-2-pentene to each of the following compounds. Next, draw the mechanism for each reaction. Finally, state if the reaction follows Markovnikov’s rule. a. 2,3-Dibromo-3-ethylpentane b. 3-Ethyl-2-pentanol c. 3-Ethyl-2,3-epoxypentane 2. Deduce the structures of the following alkenes. a. An alkene C 10 H 20 on ozonolysis yields only the compound: O b. An alkene C 9 H 18 on ozonolysis gives the compounds: O H O CH 3
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3. On catalytic hydrogenation over rhodium catalyst, the compound shown gave a mixture
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Unformatted text preview: containing cis-1-tert-butyl-4-methylcyclohexane (88%) and trans-1-tert-butyl-4-methylcyclohexane (12%). With this stereochemistry result in mind, consider the reactions in (a) and (b). 4-tert-butyl(methylene)cyclohexane a. What two products are formed in the epoxidation of 4-tert-butyl(methylene)cyclohexane? Which one do you think will predominate? b. What two products are formed in the hydroboration-oxidation of 4-tert-butyl(methylene)cyclohexane? Which one do you think will predominate?...
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CHEM 341 Workshop Questions Week 10 IUPUI - containing...

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