Draw the structure(s) of the major organic product(s) of the following reaction. CrO3/H3O+ H mild conditions • • • You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. 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. Draw the structure(s) of the major organic product(s) of the following reaction, omitting the phosphine oxide. H + =PPh₁ • • You do not have to consider stereochemistry. If no reaction occurs, draw the organic starting material. 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.

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

Draw the structure of the major organic product(s) of the reaction. Хуа 1. LiAlH4, ether 2. H3O+ B 0 • B 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 multiple products using the + sign from the drop-down menu. 8 ? n ChemDoodle Previous Next

Draw the structure(s) of the major organic product(s) of the following reaction. CH3 Br CuBr 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 multiple products using the + sign from the drop-down menu.