[Review Topics] [References] Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product show H3C Diene + Dienophile H3C • Consider E/Z stereochemistry of alkenes. • 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.

[Review Topics] Draw structural formulas for an aldehyde or ketone and alkyl (or aryl) bromide that could be use [References] alcohol shown. OH CH3CHCH2CH2CH3 • 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 Separate multiple reactants using the + sign from the drop-down menu. • 0▾ ChemDoodle 個 Q $

Draw a structural formula for the product of this Diels-Alder reaction, including all stereoisomers of the product. CHO CHO • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If a group is achiral, do not use wedged or hashed bonds on it. • 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.

[References] The following model represents the carbocation intermediate formed in the addition reaction of HBr to two different alkenes. Draw structures for both alkenes. ball & stick ✓ labels PERSE • 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. 184

Draw the structure(s) of the major organic product(s) of the following reaction. NH₂ + H Trace of acetic acid ethanol • 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 product of this Diels-Alder reaction, including all stereoisomers of the product. 8.1- CHO CHO • Use the wedge/hash bond tools to indicate stereochemistry where it exists. ● If a group is achiral, do not use wedged or hashed bonds on it. • 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. H₂N + 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. I... Benzene reflux ChemDoodleⓇ Sn [1

Draw the two major products obtained in the reaction shown. Br2 (one equivalent) CH2Cl2 •You do not have to consider stereochemistry. •You do not have to explicitly draw H atoms. • 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.

[Review Topics] [References] Use the References to access important values if needed for this question. Complete the following reaction by drawing the structure of the major product(s) expected. CH3 HCl CH3C=CH2 • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • If there is more than one major product possible, draw all of them. Separate multiple products using the + sign from the drop-down menu. P. opy aste IF ChemDoodle 9 more group attempts remaining Submit Answer Retry Entire Group

The reaction shown below yields a mixture of two Diels-Alder adducts. In the box below draw the structure of both products. Br 9985 • You do not have to consider stereochemistry. • You do not have to consider which product is major or minor. Draw them in either order. • 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. Now + ? Products In [F