write N.R for no reaction. There can be more than one answer per box. write the structure of the reactant(s) or major organic product(s) of each of the following reactions or Show the correct stereochemistry when needed! Br₂ (2 equiv.) CH₂Cl₂ 0 Nal, acetone (excess) AgNO3, EtOH (excess) 8 OH H₂PO4 heat *.6 NC

The alkene shown below is treated sequentially with ozone (O3) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. CH3 CH3CHCHCH=CH2 CH3 My . 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. *** ChemDoodleⓇ ▼n [F isa

Fill in the following missing organic structures. Consider stereochemistry (R/S and/or E/Z –cis/trans) and possible carbocation rearrangements.

Draw structural formulas for the major organic product of the reagents shown. CH3 • NO2 H2SO4 + HNO3 You do not have to consider stereochemistry. • Apply formal charges to any nitro groups. • If there is more than one major product possible, draw all of them. • • Separate multiple products using the + sign from the drop-down menu. ? √n [F ChemDoodleⓇ