Considering the following reaction, draw the structures of A and B in the sketchpad. A OEt NH3 • For a Fischer esterification, draw both the alcohol and the H† catalyst. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu.

Classify the following compounds as chiral, achiral (but not meso), or meso. 1st structure: 2nd structure: HO₂C H OH DH 3rd structure: OH H CO,H CO₂H O

Complete the equation for the following acid-base reaction by drawing a structural formula for the missing product. HCI CH • You do not have to consider stereochemistry. • Draw cations and anions in separate sketchers. • Separate structures with + signs from the drop-down menu. ChemDoodle Pire

Draw the product(s) of the following reactions. H H3C-CEC-CH₂CH₂-C ● C-CH3 H • Consider E/Z stereochemistry of alkenes. • If no reaction occurs, draw the organic starting material. H₂ Lindlar catalyst • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. ChemDoodle Ⓡ Sn [F

Either the reactant (X) or the major organic product is missing from the equation below. Draw the missing compound. CH=CHCH3 Pd/C + H₂ (excess) • You do not have to consider stereochemistry. • In the case of a missing reactant, there may be more than one answer. If so, draw all possible reactants in separate windows. ⚫ Separate structures with + signs from the drop-down menu. ChemDoodle n Submit Answer Retry Entire Group 2 more group attempts remaining

Noting the curved arrows, draw all the product(s), organic and inorganic, of the following reaction. 0: H3C-C-ÖCH3 ● + TAYY • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. N-H ChemDoodleⓇ® H n [ ]#