Write equations, with the necessary arrows, to illustrate the mechanism for the dehydration of tert-butyl alcohol. Describe each of the first two steps in the above mechanism in your own words. Step 1: Step 2:

1.Draw a structural formula for the more stable carbocation intermediate formed in the reaction shown. 2.Draw a structural formula for the major organic product of the reaction shown.

6) The substitution reaction below to produce 1-iodobutane was performed using 1-bromobutane at a 0.1 M concentration and sodium iodide at a 0.1 M concentration. What would the rate law be for the reaction below? How would you expect the rate of the reaction to change if a 0.2 M concentration of sodium iodide was used? How would you expect the rate constant to change? Explain. Nal (0.1 M) Br acetone (0.1 M)

Furfuryl ethyl ether (FEE) was identified as a component that forms in aged beer, giving it a solvent-like taste U. Agric. Food Chem, 2004, 52, 1661) This ether can be formed from furfuryl alcohol (FALC, by either S,1 or S2 mechanisms. CH,CH,OH OCH,CH, furtury alcohol (prolonatec) furfuryl ethyl ether FEE) Draw a reasonable mechanism of the SN1 formation of FEE. Explain why it is possible for FALC to underga a SNI reaction, even though it would have to form a primary carbocation