Final 2006 - Chemistry 213a Final Exam Fall 2006 Code 111...

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Chemistry 213a Final Exam Fall 2006 Code 111 Page 1 Please ensure that you have entered code 111 on your answer sheet. 1. How many (pi) bonds are present in Efavirenz , a reverse transcriptase inhibitor used for the treatment of HIV? A) 11 B) 5 C) 10 D) 7 E) 6 2. Which one of A – E correctly assigns the hybridizations of the indicated carbon, nitrogen, and oxygen atoms in adenosine monophosphate? N N N N NH 2 O OH OH O P O O O 2 3 1 4 1 2 3 4 A) sp 2 sp 2 sp 2 sp 3 B) sp 3 sp 2 sp 3 sp 3 C) sp 3 sp 3 sp 3 sp 3 D) sp 3 sp 2 sp 2 sp 3 E) sp 3 sp 2 sp 3 sp 2 Cl N H O O F 3 C
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Chemistry 213a Final Exam Fall 2006 Code 111 Page 2 3. Which is the most-acidic proton in the molecule shown below? A) 4 B) 2 C) 1 D) 5 E) 3 4. What is the total number of constitutional isomers of C 4 H 9 Br? A) 10 B) 2 C) 4 D) 8 E) 6 5. What is a possible staggered conformation of 2-fluoro-3-methylbutane? A) F H CH 3 H CH 3 H 3 C B) F H CH 2 CH 3 CH 3 H H 3 C C) CH 3 F CH 3 H H H D) CH 3 H F CH 3 CH 3 H 3 C E) H H CH(CH 3 ) 2 F CH 3 H N H H OH H O H OCH 3 1 2 3 4 5
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Chemistry 213a Final Exam Fall 2006 Code 111 Page 3 6. How many of the following are trans isomers? A) 3 B) 5 C) 1 D) 4 E) 2 7. How many cis/trans isomers are possible for the compound shown below? CHCH 3 CHCH 3 A) 2 B) 4 C) 8 D) 6 E) none
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Chemistry 213a Final Exam Fall 2006 Code 111 Page 4 8. The overall reaction mechanism below is best described as which one of A – E? H Br Br slow fast A) Nucleophilic acyl substitution B) Electrophilic aromatic addition C) Electrophilic addition D) Nucleophilic addition E) Nucleophilic aromatic addition 9. What is the major product of the following reaction sequence? H + / H 2 O Na CH 3 I A) OCH 3 B) I OH C) O D) O E) OCH 3
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Chemistry 213a Final Exam Fall 2006 Code 111 Page 5 10. How many total stereoisomers are possible for the compound shown below? A) 32 B) 16 C) 8 D) 4 E) 2 11. Which one of the following has a configuration that is different from the rest? A) Cl H H OH NH 2 H B) H Cl F COOH C) CH 3 COOH H F D) CH 2 Br Br H 3 C Cl E) COOH OH H CH 3 12. The intramolecular cyclization of galactose to form a hemiacetal produces and galactose. What is the relationship between the and forms? O OH HO HO CH 2 OH OH OH OH HO HO CH 2 OH H H O O OH HO HO CH 2 OH H OH A) They are enantiomers B) They are conformations of the same molecule C) They are diastereomers D) They are meso compounds E) They are constitutional isomers CH CHCH 3
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Chemistry 213a Final Exam Fall 2006 Code 111 Page 6 13. Which of the following reactions will produce an optically active product mixture?
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Final 2006 - Chemistry 213a Final Exam Fall 2006 Code 111...

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