C201HZ06T1Key - CHM 201CD- Organic Chemistry I Exam 1 Key....

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CHM 201CD- Organic Chemistry I Exam 1 Key. Answers on last page. May 30, 2006 1. In the reaction of cis -2-butene with HBr, rank G°, G 1 , G 2 from largest to smallest. These terms represent the overall free-energy change of reaction, activation free-energy change for step 1, and activation free-energy change for step 2, respectively. a. G° > G 1 > G 2 b. G° > G 2 > G 1 c. G 2 > G° > G 1 d. G 2 > G 1 > e. G 1 > G 2 > 2. How many sp 3 carbons are in the asthma medication, albuterol? a. 13 b. 11 c. 9 d.7 e.6 3. What is the approximate bond angle about the nitrogen in albuterol? a. 90° b.109.5° c.120° d.135° e. 180° 4. How many sp 2 carbons are in the antibiotic, penicillin? a. 6 b.7 c.8 d.9 e.10 5. What is the approximate bond angle about the asterisked carbon in the breast cancer chemopreventative drug, tamoxifen? a. 90° b.109.5° c.120° d.129.5° e. 180° 6. Is tamoxifen an E or Z compound? a. E b. Z 7. What functional groups are present in tamoxifen? I. 2° amine II. 3° amine III. ether IV. alkene V. alkyne VI. alcohol a. I, III, IV b. II, III, IV c. II, IV, VI d. I, III, V e. II, IV, VI 1 OH OH OH N albuterol H N S O O - H N O H O Na + penicillin O N tamoxifen *
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For each of the following pairs of structures, indicate if they are: a. the same compound (fyi, which includes different conformations of the same compound) b. constitutional isomers c. cis-trans or E/Z isomers d. different compounds that are not isomers 8. 9. 10. 11. 12. 13. 14. 2 CH 3 (CH 2 ) 4 CH(CH 3 ) 2 CH 3 C CH 2 CH 2 CH 2 CH 2 CH 3 H 3 C H O H O Br CH 3 CH 3 Br Cl H 3 C Cl H 3 C F F O OH C C C l B r I Cl H Br C C B r Br Cl I H Cl
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Use the following in answering questions 15 and 16 a. C 6 H 16 b. C 12 H 26 c. C 8 H 16 d. C 10 H 18 e. C 15 H 26 15. Which represents an alkane? 16. Which could represent an acyclic monoalkene (a non-cyclic alkene with only one double bond)? 17. A molecule that contains more 2° carbons than 1° carbons is: a. butane b.1,3,5-trimethylcyclohexane c. 2-methylpentane d. hexane e. 1,3-dimethylcyclobutane 18. The Newman projection shown at right represents an eclipsed conformation of: a. 2,3-dimethylbutane b. 3-methylbutane c. 2-methylbutane d. 2,2,3-trimethylbutane e. 2,2-dimethylbutane 19. The IUPAC name of the following molecule is: CH 3 -CH-CH 3 | CH 3 -CH-CH 2 -CH 2 -CH 2 -CH-CH 3 | CH 2 -CH 3 a. 3-methyl-7-isopropyloctane b. 3-ethyl-2,7-dimethylnonane c. 2-ethyl-6-isopropyloctane d. 2-ethyl-7-methyloctane e. 2,3,7-trimethylnonane 20. Of the following, which can not exist as cis/trans isomers?
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This note was uploaded on 11/05/2011 for the course CHM 201 taught by Professor Colonna during the Fall '08 term at University of Miami.

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C201HZ06T1Key - CHM 201CD- Organic Chemistry I Exam 1 Key....

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