The following alkene has stereoisomers. Draw the molecule in the box below which is the other stereoisomer of this alkene (You have two chances until the answer will be given; you have already tried 0 times) H-C O F HC-F FC H H Draw only one molecule in each drawing box. Compound #1

Draw a structural formula for the major product of the reaction shown.

1. Identify whether the following alkenes have E or Z stereochemistry (where there are multiple alkenes, determine the stereochemistry of the one indicated by an arrow). HO Br OH & e) OH Br

5 (a) (8 pts) (a) Box the most stable Z alkene (make sure it's Z!). (b) Circle the least stable E alkene. (c) Label two alkenes which are neither E or Z. NH₂ 5 Je č F HO NH₂ SH 5(b) (4 pts) Draw an example of two conformations of a molecule of your choice, and then draw a separate example of two stereoisomers of another molecule of your choice.

The following alkene has a stereoisomer which is referred to as a cis/trans diastereomer H₂C-C² H₂C C=C CI C-CI H₂ Draw this molecule's stereoisomer Draw only one molecule in each drawing box. Compound #1

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Draw a structural formula for the substitution product of the reaction shown below. ● H3C HH Br + O • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • If more than one stereoisomer of product is formed, draw both. Separate multiple products using the + sign from the drop-down menu. • Products that are initially formed as ions should be drawn in their neutral forms. ▼ In [F OCH 3 -85 ? Na CN CH3CH₂OH ChemDoodleⓇ >

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Draw a resonance structure, complete with all formal charges and lone (unshared) electron pairs, that shows the resonance interaction of the acetoxy with the para position in phenyl acetate. phenyl acetate ● CH3 • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. In cases where there is more than one answer, just draw one. Sn [F ?