Practice Problem Set #1_Blank

Practice Problem Set #1_Blank - 1 Section I. Multiple...

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Unformatted text preview: 1 Section I. Multiple Choice. (24 points). 1. Circle the more stable carbocation of the pair. CH3 CH3 2. According to MO theory, in the allyl cation (CH2=CH ­CH2+), the two π ­ electrons reside in a molecular orbital with the following phasing. Circle the correct answer. H H H H 2C CH2 C H2C CH2 C H2C CH2 C I III II 3. Circle the strongest base among the compounds below. O H3C C CLi NaOH O Na CH3CH2CH2CH2Li 2 4. The conjugated molecule 1,3,5 ­hexatriene (CH2=CH ­CH=CH ­CH=CH2) has 6 π molecular orbitals. Which of the three molecular orbitals shown below is the HOMO. I II III 3 Section II. Drawing Structures. 5. Draw all of the reasonable resonance structures for the compound below. Circle the resonance structure that would be the major contributor to the hybrid. 6. Draw all of the reasonable resonance structures for the compound below. Circle the resonance structure that would be the major contributor to the hybrid. Section III. Complete the Reactions. Fill in the reactants, reagents, and/or products for the transformations below. Where appropriate, show the stereochemistry. 7. CH3 Br C CH3 OH 4 5 Section IV. Draw the Mechanism. (16 points). 8. Draw the “arrow ­pushing” reaction mechanism for the transformation below. Cl2 Low Conc. High Temperature Cl + Cl 6 Sections V. Outline the Synthesis. 9. Outline a synthesis for the compound below using the indicated starting material as the only carbon source along with any other needed reagents. ...
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This note was uploaded on 01/20/2012 for the course CHEM 325BL at USC.

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