What product(s) would you expect from the following reaetion? „CH, NBS, Br2 ? CCI, hv • You do not have to consider stereochemistry. • If more than one structure fits the description, draw them all. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right comer. • Separate structures with + signs from the drop-down menu.

Draw the products of the following reactions, indicating both regiochemistry and stereochemistry when appropriate. KMnO4 H3O+ • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • 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. ●

Draw a structural formula for the more stable carbocation intermediate formed H3C C=CH2 + HBr H3C • You do not have to consider stereochemistry. • Do not include anionic counter-ions, e.g., I, in your answer. • For cases in which carbocations of the same or similar stability are expe structures. ⚫ Draw one structure per sketcher. Add additional sketchers using the dr right corner. ⚫ Separate structures with + signs from the drop-down menu. ? √n [

9 [Review Topics] Draw the organic product(s) of the following reaction. 288 F4 V ÿ981 O % 5 You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right e T JUL 1 9 corner. . Separate multiple products using the + sign from the drop-down menu. B 6 OH II... + Fo Y ногон MacBook Air H tv Nall & 7 N 80 F7 Y C p-toluenesulfonic acid benzene, 80° * 00 Sn [F 8 K ChemDoodle DII FB I M [References] ♫AD ( 9 K DD FO O V O L 人口 O F10 P V ( F11 + { = [ Previous (211) F12 11 ? F Next> Save a 1 del

Draw the product(s) of the following reactions. ● (CH3)2CHCH₂-CEC-CH₂CH3 . • You do not have to consider stereochemistry. Separate multiple products using the + sign from the drop-down menu. You do not have to explicitly draw H atoms. • If no reaction occurs, draw the organic starting material. 985 *** /// ? [References] ChemDoodle 1. BH3/THF 2. H₂O2 aqueous NaOH

Draw the major product(s) of the following reaction. CH3 HBr 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. CH3 Br ChemDoodle

Draw the organic product(s) of the following reaction. CEC NaNH2, NH3(1) • You do not have to consider stereochemistry. • Include cationic counter-ions, e.g., Na+ in your answer, but draw them in their own sketcher. • If no reaction occurs, draw the organic starting material. Separate multiple products using the + sign from the drop-down menu. 9985 0 + Show Hint {n [ ] ? ChemDoodle > Previou

Draw the organic product(s) you would expect from the following reaction. ● + Br₂ (1 mole) • 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. + Ⓡ CH₂Cl₂ ChemDoodle n [F remove

Draw the major product(s) of the following reactions including stereochemistry when it is appropriate. ac -C=C-H + MAVIL • Consider E/Z stereochemistry of alkenes. • 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. 1 Cl₂ ChemDoodle Ⓡ [ ] در

Draw the organic product(s) of the following reaction. CH3 1. OsO4 2. NaHSO3 CH2 • You do not have to consider stereochemistry. The aromatic ring, when present, is unreactive in all cases. 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 aste ChemDoodle >