D n-Butyl Bromide 1. What are the formulas of the salts that precipitates when the reaction mixture is cooled? 2. Why does the alkyl halide layer switch from the top layer to the bottom layer at the point where water is used to extract the organic layer? 3. An ether and an alkene are formed as by-products in the reaction. Draw the structures of these by-products and give mechanisms for their formation. 4. Aqueous sodium bicarbonate was used to wash the crude n-butyl bro- mide. (a) What was the purpose of this wash? Give equations, (b) Why would it be undesirable to wash the crude halide with aqueous sodium hydroxide? 5. Look up the density of n-butyl chloride (1-chlorobutane). Assume that this alkyl halide was prepared instead of the bromide. Decide whether the alkyl chloride would appear as the upper or lower phase at each