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1999 Final Exam - Name ID Organic Chemistry 3301 Spring...

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Name____________________________________ Chem 3301, Spring 1998, Final Exam, Page 1 ID # ____________________________________ Organic Chemistry 3301 Spring 1998 Final EXAM 350 Points 13 Pages 1) 20 points __________________ 2) 30 points __________________ 3) 30 points __________________ 4) 30 points __________________ 5) 30 points __________________ 6) 30 points __________________ 7) 30 points __________________ 8) 45 points __________________ 9) 45 points __________________ 10) 30 points __________________ 11) 30 points __________________ Total 350 points __________________
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Name____________________________________ Chem 3301, Spring 1998, Final Exam, Page 2 1) (20 points) Draw a Lewis dot structure for each of the following molecules; show all lone pairs. Indicate the hybridization at all atoms except hydrogen, chlorine, and fluorine. (a) CH 3 OH (b) CH 3 CCCH 2 COCH 3 2) (30 points) Give resonance structures (no dipolar forms) for the following compounds. H O H 3 C C H C N (a) (b) (c)
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Name____________________________________ Chem 3301, Spring 1998, Final Exam, Page 3 3) (30 points) The structure of Methoprene and an isomer of this compound are shown below. Methoprene is used to kill mosquitos in marshy areas. Recently, it has been proposed that some degradation products of Methoprene are responsible for causing the deformities in frogs that are being observed in lakes in Minnesota. O O O O O O Methoprene Degradation product of Methoprene (a) What is the molecular formula of Methoprene? (b) Identify the functional groups indicated by the arrows. O O O (c) Should the double bond in Methoprene indicated by the arrow be designated E or Z ? O O O (d) Which of the following terms best describes the relationship between Methoprene and its degradation product: structural isomers, enantiomers, geometric isomers, or conformers. Write your answer below.
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