2201final - Name Chem 2201 Fall 2008 Final Exam(10 pts 1...

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Name_________________ Chem 2201 Fall 2008 Final Exam (10 pts) 1. Provide the IUPAC or common name for the following compounds (don't forget R , S or E , Z assignments where applicable): a. Br Name______________________________________________ b. O Name ______________________________________________ c. OH Cl Name ______________________________________________ d. O IUPAC Name ________________________________________ e. OH Common Name _______________________________________ (10 pts) 2. Draw trans -2-methylcyclohexanol (call it… Tim). Heating Tim in HCl results in formation of three organic products containing chlorine. Draw these products. Is Tim doing a radical, Ad E 2, S N 1, S N 2, E1, or E2 reaction to make the products you have proposed? HCl heat + + Tim Which reaction type (circle your answer)? Radical Ad E 2 S N 1 S N 2 E1 E2
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2 Score______ (24 pts) 3. Predict the major product(s) for each reaction. Show stereochemistry where relevant. a. Br NaSCH 2 CH 3 THF b. peroxide h ! HBr c. h ! Cl 2 d. ether HBr e. OH PBr 3 ether f. ether NBS Ph h !
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3 (10 pts) 4. Predict the major product for the reaction indicated below and show the mechanism that accounts for its formation. Is the product formed as a racemic mixture, a single enantiomer, or is it achiral?
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