First Exam Name (PRINT)_______________________________ Last, First Chemistry 3332 Signature _______________________________ February 20, 2004 ID# _______________________________ Please circle class time. Dr. Bean’s 10:00 AM Dr. Bean’s 1:00 PM Dr. Bean’s 4:00 PM TOTAL___________ Note: Present your student ID when you return the exam booklet Page # Score 1. 12 pts 2. 20 pts 3. 25 pts 4. 14 pts 5. 14 pts 6. 15 ptsA. Nomenclature: (12 points, 4 each) Give an acceptable name for each of the following compounds. Be sure to indicate the stereochemistry where appropriate.B. Facts: Total = 20 points 1. Circle the compounds that would be stable (i.e., unreactive) in aqueous NaOH. (6 points) Note: Points will be deducted for any incorrect circles. 2. Place the following compounds in order of increasing reactivity in an SN1 process. (1=least reactive, 3=most reactive) (6 points) 3. Answer the following questions about the compound below. Place the answers in the appropriately labeled boxes. a) How many distinct types of protons does the compound have? b) What are the theoretically predicted multiplicities (splitting patterns) of the signals for the protons labeled a and b? c) What is the multiplicity of the signal in the proton coupled 13C NMR spectrum for the carbon labeled c? (8 points)C. Reactions: Total = 25 points, 5 points each Please provide the starting material, reagents, or major product in the answer box. Be sure your drawing indicates stereochemistry if applicable. Partial credit is awarded only when intermediate products are shown below the
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