[References] Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be used in a Grignard synthesi of the alcohol shown. • You do not have to consider stereochemistry. If there is more than one combination, draw only one. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu. · . CH3 CH3CHCH₂-OH .

Draw the structure(s) of the major organic product(s) of the following reaction. p-toluenesulfonic acid benzene /reflux • 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.

Draw the structure of the major organic product(s) of the reaction.

Draw a structural formula for the major organic product of the reaction shown. CH₂CH3 H₂C=C 3 CH₂CH3 + • 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. P opy asto HCI ChemDoodleⓇ [}* Previous Next

What Grignard reagent and what carbonyl compound might you start with to prepare the following alcohol? CH2OH Draw the Grignard reagent as a covalent magnesium bromide. Any ester used should be a methyl ester. • If there is more than one combination, draw only one. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants 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,C=PPh, 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. ས H₂C=PPh 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. ? [F

Draw structural formulas for all of the enol forms of the carbonyl compound below. You do not have to consider stereochemistry. • Consider stereoisomeric enols as a single enol form. • In the case of dicarbonyl compounds, do not include stuctures in which both carbonyl groups are present as enols. 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. -85 0 n ChemDoodle > la

Draw the organic product(s) of the following reaction. CH3O HCI excess CH₂OH • 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.

Draw a structural formula for the major organic product of the reaction shown. CH3 o =CHCH₂CHCH3 ● • 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. ? + ChemDoodle HBr [F