Fall 2004 Final Exam key

Fall 2004 Final Exam key - First two letters of LAST NAME _...

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First two letters of LAST NAME ________ Organic Chemistry CH 310M / 318M Final Exam Wednesday, December 8, 2004 Dr. J. L. Sessler Name _________ KEY ___________________________ UT EID _________________ Page 2 ___________/ 30 pts Page 11 ___________/ 18 pts Page 3 ___________/ 30 pts Page 12 ___________/ 14 pts Page 4 ___________/ 24 pts Page 13 ___________/ 16 pts Page 5 ___________/ 20 pts Page 14 ___________/ 10 pts Page 6 ___________/ 20 pts Page 15 ___________/ 14 pts Page 7 ___________/ 20 pts Page 16 ___________/ 10 pts Page 8 ___________/ 20 pts Page 17 ___________/ 10 pts Page 9 ___________/ 25 pts Page 18 ___________/ 10 pts Page 10 __________/ 25 pts Total __________/ 316 pts Final Exam T-Score ________ Course T Score with Lowest Midterm Dropped ________ Final Letter Grade ________
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2/18 /30 1. Give the IUPAC or the accepted common name for the following structures: Include stereochemistry where appropriate (5pts each) a. Br ( 3S-4R )-3-bromo-2,4-dimethylhexane b. _ cyclopropene ________________ c. __ (3S) -methyloct-( 4E )-ene ________ d. OH O ___ benzoic acid _____________ e. O _____ ethoxypropane ____________ f. NO 2 p -nitrotoluene or 1-methyl-4- nitrobenzene
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3/18 /30 2. Given the common or IUPAC name, draw the following structures showing stereochemistry where appropriate. (5pts each) a. ( R )-hexan-3-ol OH b. 1-propoxypropane O c. bromocyclopropane Br d. benzaldehyde H O e. pyrrole H N f. p -nitrophenol NO 2 HO
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/24 3. Use the arrows to designate the indicated centers or double bonds as R, S, E, Z or achiral, as appropriate. Hint: This is a problem from Exam II. (14 pts) H H CH 3 a b c H CH 3 H Br d e f g a b c d e f g R achiral E S achiral Z S 4. Acid/base chemistry a. Rank the following as 1, 2, and 3 in order of increasing acidity with 3 being the most acidic. Hint: This a modified problem from Exam I. (3 pts) CH 2 FCOH O CF 3 COH O CHF 2 COH O ___ 1 __ ___ 3 __ ___ 2 __ b. Explain why phenol is more acidic than cyclohexanol. (7 pts)
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Fall 2004 Final Exam key - First two letters of LAST NAME _...

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