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Exam 1-Fall 2006 - Firs t two l e t t ers o f LAS T N AM E...

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1 First two letters of LAST NAME ________ Organic Chemistry CH 318M Test One Wednesday, September 27, 2006 Dr. J. L. Sessler UT EID _________________ Page 2 ___________/ 20pts Page 3 ___________/ 40pts Page 4 ___________/ 20pts Page 5 ___________/ 40pts Page 6 ___________/ 18pts Page 7 ___________/ 26pts Page 8 ___________/ 20pts Total __________/ 184 pts T-Score__________
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2 1. Nomenclature – 5 pts each. No partial credit will be given. (a) Convert the following names into the corresponding molecular structures. After doing so, check to see if the name of each molecule as given here is in accord with the IUPAC system of nomenclature. It not, name the molecule correctly. (i) 5-(1,1-dimethylpropyl)nonane (ii) 2,3,4-trimethyl-4-butylheptane (b) Name the following molecules according to the IUPAC system of nomenclature. (i) (ii)
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3 N OH O OH O O O N OH O H (1) (2) (3) (4) 3. (20 points) Pyrroloquinoline quinone (structure shown below) is used by a certain alcohol dehydrogenase enzyme to catalyze the oxidation of alcohols (remember the hang- over lecture?). (a) Draw one plausible minor resonance structure to the right of the above compound, showing the flow of electrons using curved arrows. Remember to include lone pairs and
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