Show how you would convert (in one or two steps) 1-phenylpropane to the three products shown below. In each case, explain what unwanted reactions might produce undesirable impurities in the product.

Predict the product:

Propose a synthesis for following transformation:

Using cyclohexane as your starting material, show how you would synthesize each of the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

d. 3-bromocyclohex-1-ene

e. cyclohexa-1,3-diene

f. cyclohexanol

Using cyclohexane as your starting material, show how you would synthesize each of the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

a. bromocyclohexane

b. cyclohexene

c. ethoxycyclohexane