Fall 2007 Final Exam key

Fall 2007 Final Exam key - First two letter s of LAST NA ME...

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First two letters of LAST NAME ________ Organic Chemistry CH 318M Final Exam December 15, 2007 Dr. J. L. Sessler UT EID _________________ Page 02 ___________/ 18 pts BONUS / 02 pts Page 03 ___________/ 24 pts Page 04 ___________/ 8 pts Page 05 ___________/ 12 pts Page 06 ___________/ 12 pts Page 07 ___________/ 20 pts Page 08 ___________/ 20 pts Page 09 ___________/ 24 pts BONUS / 04 pts Page 10 ___________/ 20 pts Page 11 ___________/ 24 pts Page 12 ___________/ 16 pts Page 13 ___________/ 26 pts Page 14 ___________/ 12 pts Page 15 ___________/ 24 pts Page 16 ___________/ 16 pts Page 17 ___________/ 15 pts Page 18 ___________/ 15 pts Page 19___________/ 15 pts Page 20___________/ 15 pts Page 21___________/ 15 pts Total __________/ 351 pts T-Score__________
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2 1. (18 pts) The following compound A , a tropane alkaloid, is both a stimulant of the central nervous system and an appetite suppressant, giving rise to what has been described as a euphoric sense of happiness and increased energy. It is most often used recreationally for this effect. Nevertheless, it is still used in medicine as topical anesthetic, even in children, specifically for eye, nose and throat surgery. a. Label the numbered atoms as being R , S or neither (if the atom is not a stereocenter) as appropriate: 1._____R____________ 2._____R____________ 3.______S___________ 4.______S___________ 5.______not chiral center___________ b. Circle and label four different functional groups on A 1. tert. amine 2. ester 3. cycloalkane 4. aromatic ring c. BONUS (2 pts) : What is the common name of this substance ? cocaine A N O O O O 1 H H H H 2 3 4 5
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2. (12 pts) Give the products of the following acid-base reactions and indicate the direction of the equilibrium by circling the dominant species (the side to which the equilibrium lies). a. b. 3. (12 pts) Circle the most acidic hydrogen in each molecule, and justify your choice in terms of common factors that influence acidity. a. electronegativity b. resonance
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This note was uploaded on 03/23/2010 for the course CH 54410 taught by Professor Sessler during the Spring '10 term at University of Texas at Austin.

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Fall 2007 Final Exam key - First two letter s of LAST NA ME...

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