CHEM 3311 Practice Test 2: Organic Chemistry, Exams of Organic Chemistry

Download CHEM 3311 Practice Test 2: Organic Chemistry and more Exams Organic Chemistry in PDF only on Docsity! CHEM 3311 Practice Test 2 1. a. Indicate the C-I-P priority order for the four substituents around the asymmetric carbon atom in the following compounds: i. ii. CH(CH3)2 CH2Br H Cl H C C H2C CH2CH3 CH3 H b. Assign the configuration (R or S) to the asymmetric carbon atoms in the compounds in part a. i. ii. 2. a. Draw a structure for each of the following compounds: i. (R)-1,2-butanediol ii. (1S, 2S)-1-bromo-2-methylcyclohexane b. Provide an acceptable name for each of the following compounds: i. OH Br ii. C CH3C Cl 3. a. Draw all of the stereoisomers of 3-bromo-2-butanol, and label them as erythro or threo: b. Which of the stereoisomers you have drawn would be formed in the reaction of cis-2-butene with Br2 in water? Explain. 4. Give a brief definition for each of the following terms. diastereomers: racemic mixture: meso-compound: 5. Draw another significant resonance form for each of the following molecules, and indicate whether the form you draw is more important, less important, or equally important as the first resonance hybrid in contributing to the real structure of the molecule. a. b. O c. N 6. a. Draw a diagram showing the relative energies of the  molecular orbitals for 2,4-hexadiene, and how many electrons each orbital would have in the ground state. b. Sketch the lowest energy molecular orbital. 7. Give the reagents that would be required to accomplish the following reactions. a. C CH3C CH3 C C H H3C CH3 H b. C CH3C CH3 C C H H3C H CH3 c. C CH3C CH3 C O CH2CH3H3C