Draw the major organic product(s) of the following reaction. ● + • You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. • When SN1 & E1 pathways compete, show both the substitution and the elimination products. ● Separate multiple products using the + sign from the drop-down menu. Do not include counter-ions, e.g., Na+, I, in your answer. ● CH3OH

QUESTION #4 Draw the step-by-step mechanism for the following SN1 reaction. Be sure to draw arrows for the movement of ALL electrons. Show any and all intermediates. You do not have to show stereochemistry for this question. CH3OH heat Br OCH3

In the provided boxes, draw the mechanisms of the following reactions, using curved arrows to indicate the electron movement in bond making and breaking processes. Br₂, EtOH

Draw the main organic products of the reaction. Indicate the stereochemistry, including all hydrogen atoms, at each stereocenter. Omit byproducts such as salts or methanol. 4 וון. Br CH3ONa CH3OH Incorrect Н 0 H

Draw the major product(s) of the following reaction. CH3 HBr You do not have to consider stereochemistry. • If there is more than one major product possible, draw all of them. • 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. CH3 Br ChemDoodle

Draw the major product of this reaction. Ignore iorganic byproducts.

Write a mechanism for the following reaction. You MUST use curved arrows to represent electron movement. Show the three possible termination steps as part of the mechanism. CH3 CH3 Br₂, heat Br