13. Draw the major organic product that occurs via rearrangement and propose a plausible mechanism for the following reaction. Include all viable resonance structures of intermediates in the EAS step of the mechanism. Note: Only draw the mechanism for the EAS step, not formation of the electrophile mechanism: AICI 3 benzene major organic product:

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3. For the chemical reaction below, answer the following questions H3C CH3 CH3 + HBr a. Draw the correct products of the reaction above (next to the reaction arrow) b. Show a complete mechanism for how the reaction above occurs. C. Draw the reaction coordinate diagram for the exergonic (-AG) reaction above. Label the axes.

5. For the following set of reaction conditions, use the table to identify which mechanism is favored by each factor and which is favored overall. Also, supply the major product. Br NaOC(CH3)3 Acetone, A Factor SN1 SN2 El E2 Strength Concentration Leaving group Solvent Heat Total

10:47 AM Sun Nov 27 ← Question 28 of 41 Draw the Alkyl Halide Rea nt @72% Draw an alkyl halide that produces ONLY the following alkene in an E2 elimination. Ignore any inorganic byproducts. Strong Base Submit

Consider the pair of reactions. Draw the organic products, then predict the type of substitution mechanism and compare the expected rates. 30 R F Reaction 1: V Reaction 2: Draw product 1. Select Draw Templates More DDD :Ö: % 5 / |||||| C H F :Ö: T G F5 + B 6 :F :F: Y MacBook Pro H & 7 DMSO N H₂O F7 U J Erase 8 product 1 product 2 M DII F8 Draw product 2. Select Draw Templates More / |||||| C H ( 9 K F9 H O L F10 P F LL F11 3 + [ command option Erase F12 } 1