Draw the structure(s) of the major organic product(s) of the following reaction. + H₂C 1. Dry E₂O at-60° 2. aqueous NH4Cl at 0° Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, draw both stereoisomers. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Include anionic counter-ions, e.g., I, in your answer, but draw them in their own sketcher. + C P opy aste [ ]

Draw structures for the alkene (or alkenes) that gives the following reaction product. CH3 CH3 H2/Pd CH3CHCH2CHCH3 • You do not have to consider stereochemistry. Submit more than one structure only if the structures are constitutional isomers. • 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. opy aste ChemDoodle Submit Answer Try Another Version 3 item attempts remaining

Draw the structure(s) of the major organic product(s) of the following reaction. bul H₂C • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, draw both stereoisomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Include anionic counter-ions, e.g., I, in your answer, but draw them in their own sketcher. B CH₂ PPh ChemDoodle THF

Draw the structure of the major organic product(s) of the reaction. CH3 1. DIBAH, toluene + 2. H30* ChemDoodleⓇ DIBAH diisobutylaluminum hydride, [(CH3)2CHCH₂)2AIH • 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. D. n [F Previous

Draw the structure(s) of the major organic product(s) of the following reaction. Aqueous H,SO, + H;N-N- 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 the major organic product(s) of the following reaction. Br CH3 H3C-C-CEC-H H NaNH2 , NH3(I) CH3CH₂-CH-CH3 • 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. ● C P opy aste []* ? ChemDoodleⓇ TAYY <

Draw the structure of the major organic product(s) of the reaction. LOCH3 1. 2 CH3MgBr, ether 2. H3O+ • 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.

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Draw the structure(s) of the major organic product(s) of the following reaction. H Y • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down Y corner. • Separate multiple products using the + sign from the drop-down menu. 11... MgBr ? 1. Dry THF 2. aqueous NH4Cl at 0° ChemDoodle Sn (1

Draw the structure(s) of the major organic product(s) of the following reaction. Aqueous ethanol + H,N-OH • 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. opy aste ChemDoodle >