Substitution and elimination: predict the product Maximum allowed tries per question: Unlimited (3) Draw the major organic product of the reaction. Follow this procedure: determine whether the reaction conditions are acid basic; identify the most nucleophilic/basic atom, the electrophilic atom, and the leaving group; predict whether elimination or substitution will occur; and then draw the product. Indicate the stereochemistry at every stereocenter with a single wedged (up) hashed (down), or wavy (a mixture of up and down; either) bond. Launch MarvinJSTM viewer or click image to copy source H3C CH3 EtOH Br

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron- pushing arrows for the following reaction or mechanistic steps. Be sure to account for all bond-breaking and bond-making steps. Drawing Arrows 2+ 4 5 Undo Ⓒ Reset Done H Drag To Pan

(5 points) Identify the electrophile and the nucleophile in each of the following reaction steps and then draw curved arrows to illustrate the bond-making and bond-breaking processes. C'H;CH CH, + Н-Br CНCH -СH + Br

Draw the mechanism showing the Brønsted acid/base reaction between propanoic acid and methylamine. Label the acid, base, conjugate base, and conjugate acid. Show all curved arrows, lone pairs and nonzero formal charges. einedoelM HO, CH;NH, propanoic acid pKa = 4.9 methylamine Mechanism: Using the pKa information provided/pKa tables (table appended to the end of this document), determine whether the starting reagents (propanoic acid and methyl amine) or resulting products would be favored at equilibrium (no math needed!).