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Given the reaction CH3 NH3 1 + CH3 H3C-C-NH2 CH3 H3C-C-Br CH3 HBr 1 (a) This reaction is a/an reaction (e

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Given the reaction CH3 NH3 1 + CH3 H3C-C-NH2 CH3 H3C-C-Br CH3 HBr 1 (a) This reaction is a/an reaction (e.g., E1, E2, SN1 or SN2) (b) Identify the nucleophile and the leaving group (c) Draw the mechanism. Please be clear and concise. 2. (6 points) Answer the following questions using the reactions A and B shown on the right. ? KOH Br OH KOH B Br OH Which reaction is faster? A or B 3. Please draw all the resonance structures for the following compound. Also, draw arrows indicating the electron flow. (6 points) S 4) (5 points) Draw the mechanism for the following reaction. This is not a synthesis problem so do not add any reagents. Just show the arrows as to how the electrons are moving and making new bonds. (Hint: Conjugate addition followed by an SN2) H3C-0 + HCI + CH3C1 H2N H 5. (48 points) Fill in the boxes ?? ?. ?? ? ?? 1) Mg H 2) ??* OH LiAIH4 SOCI2 CH3OH PCC 1 eq CH3MgBr CH3 KMnO4 H 6) Show how you would synthesize the following compounds starting with cyclohexanol. (5 points) Synthesize Only Carbon Sources OH CH3 -OH OH Synthesize Use the following alcohol and any other reagents 7. Determine if the following pairs of compounds are identical, enantiomers, diastereomers. (5 points) NH2 a) ?H2 Br HO Br -?? CI- -CH3 H -CI CH3 I ci CI b) -H -H CI H 8. (5 pts) Among the compounds shown here, (a) Which is the strongest acid? OH OH CH2OH CO2H (b) Which is the weakest acid? CN CH3 9. (5 points) Show the step by step mechanism for the following Fisher Esterification reaction. or H+ HO + H2O OH 10. (5 points) How would you synthesize the following compounds given the following starting materials? (indicate the reaction, reagents used) Synthesize Carbon Sources OH and NaCN