E1,241b,Sum09

E1,241b,Sum09 - EXAM 1 CHEMISTRY 241b July 20, 2009 Dr....

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EXAM 1 CHEMISTRY 241b July 20, 2009 Dr. Spurgeon ANSWER KEY _________________________________________________________________________________________ 1. (5 pts.) Select a molecule that is meta -directing by resonance and show all of the resonance contributing structures. Briefly explain why this molecule also shows a decreased rate of reaction relative to benzene. 2. (6 pts.) Provide names for the following compounds. 3. (7 pts.) Put the following substituent groups in order from most deactivating to most activating: -OH -Br -NO 2 -Pr -H -COOH -CO 2 CH 3 Most deactivating Most activating NH 2 O N O O N O O N O O N O O The nucleophilicity of the ring is reduced because the resonance contributing structures contain a positive charge in the ring. Acetophenone Aniline Cumene -Br -OH -Pr -NO 2 -COOH -CO 2 CH 3 -H
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4. (20 pts.) Provide a reasonable synthesis for each of the molecules below. You must begin your synthesis with the molecule provided but you may use any reasonable organic or inorganic reagent. The product
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This note was uploaded on 10/12/2009 for the course CHM 236 taught by Professor Dr.spurgeon during the Spring '09 term at Arizona.

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E1,241b,Sum09 - EXAM 1 CHEMISTRY 241b July 20, 2009 Dr....

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