1. (2 pts) If R-2-bromobutane is treated with excess NaBr in water and then isolated, racemic 2-bromobutane is obtained. In one sentence only, please explain this result.

Being a secondary halide, R-2-bromobutane dissociates in water, a polar solvent, to form a planar carbocation, which can then be attacked by Br^- on either side.

2. (8 pts) Complete the following reactions. If more than one product is formed, draw only the major one
 

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