Bupropion, the hydrochloride of which was first marketed in 1985 by Burroughs Wellcome, now GlaxoSmithKline, is an antidepressant sold under the trade name Wellbutrin. During clinical trials, it was discovered that smokers, after one to two weeks on the drug, reported that their craving for tobacco lessened. Further clinical tri- als confirmed this finding, and the drug was marketed in 1997 under the trade name Zyban as an aid in smoking cessation. H Cl Br CI Bupropion

Write the structure(s) for the organic product(s) of the carbohydrate reaction below. ball & stick v + labels HOCH2 Ag20 in aq. NH3 OH or Br2 in H20, pH 6 HO OH a-D-glucopyranose • Use the wedge/hash bond tools to indicate stereochemistry where it exists. If two diastereomers are formed, draw both. • If no reaction occurs, draw the organic starting material. Draw carboxylic acids in neutral (unionized) form. • Use “flat" representations of rings, not chairs, in your drawing. Do not draw your answer as a Haworth projection.

Draw the product(s) of the following reactions. . . CH₂CH₂CH₂CH₂-CEC-H You do not have to consider stereochemistry. Separate multiple products using the + sign from the drop-down menu. 3 • You do not have to explicitly draw H atoms. . If no reaction occurs, draw the organic starting material. + 1. BH₂/THF 2. H₂O₂/aqueous NaOH I... / OO-Sn [F

draw the 6 conformers of CH3CH2CH3 and the energy profile.