The alkene shown below is treated sequentially with ozone (03) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. CH₂ CH3CH₂CCH3 . • 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. My 3 O▾ ✪ ▼ 9-8 n [F

Draw the predominant product(s) of the following reactions including stereochemistry when it is appropriate. CH3CH₂-CEC-H + ● ● ● 1 HI Consider E/Z stereochemistry of alkenes. Do not show stereochemistry in other cases. 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 of the major organic product(s) of the reaction.

Question 2 Which statement is consistent with the Hammond postulate? O the transition state of an endothermic reaction step structurally resembles the reactant. O it is used to assign the E/Z stereochemistry of alkenes. the less stable carbocation intermediate is formed in electrophilic additions to alkenes. O in additions of HX to alkenes, the H adds to the less substituted alkene carbon and the X adds to the more substituted alkene carbon. O the transition state of an exothermic reaction step structurally resembles the reactant. A Moving to another question will save this response. 80 F3 54 $ 4 000 000 F4 % 5 F5 6 MacBook Air F6 & 7 ao F7 8 DII F8 ( 9 F9

References H3C H3C CH3 CH3 CH3 Br DMSO (solvent) CH3 Functional groups such as alkynes react the same in complex molecules as they do in simpler structures. Draw the expected product(s) for this reaction. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If the reaction produces a racemic mixture, draw both stereoisomers. Separate structures with + signs from the drop-down menu. • Should you want to restart the exercise, the drop-down menu labeled= starting points = can be used to redraw the starting molecule on the sketcher. C opy aste CH3 CH3 CH3 Br CH; 82%

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

The alkene shown below is treated sequentially with ozone (03) and zinc/acetic acid. Draw structural formula(s) for the organic product(s) formed. CH3 CH3CHCHCH=CH₂ CH3 0 • 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. ● ▾ 90-85 ChemDoodle - [] la

NS Predicting the reactants or products of alkene hydration Give one possibility for the mystery reactant R in this organic reaction: OH H+ R+H20 Specifically, in the drawing area below draw the skeletal structure of what R might be. There may be more than one reasonable answer. c+ II

Draw the reactant(s) for the following reaction.

Draw the structure of the major organic product(s) of the reaction. NC LCI (CH₂=CH)₂CuLi ether, -78° C • 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. -85 []