When phenol is treated with Br2, a mixture of ortho-bromophenol and para-bromophenol is obtained. Design a synthesis that would convert phenol primarily to ortho-bromophenol.

Din Diarin wants to methylate the diphenol shown below using methyl bromide. The reaction is a simple nucleophilic substitution, and requires both phenol groups to be deprotonated by a base so that the resulting phenoxide may attack the alkyl halide and form a C-O bond. HO Base + Br DMF/H20 ОН NH2 Potential bases 1) КОН 2) 3) K2CO3 4) CSOH 5) a) Which of the potential base(s) would likely be an acceptable choice to ensure an efficient reaction under the current reaction conditions? Briefly explain your answer.

2. Show the reagent(s) necessary to carry out this reaction. s NH₂ T NH₂

What reagents would be needed to complete the following reaction? H2 CH3 CH3 H2/Pd AIC13/CH3CI HNO3/H2SO4 CH3CH2OH/H2O

Show how to convert cyclopentanone to these compounds. In addition to cyclopentanone, use any other organic or inorganic reagents as necessary.