FGIs and Disconnections to Prepare Carboxylic Acids

Suggest an appropriate reagent for each of the following reactions  

FIGURE 19.36 Oxidation of alkylarenes to aromatic carboxylic acids. 

FIGURE 19.38 Preparation of carboxylic acids by carboxylation of Grignard reagents. 

Both this and the carboxylation reaction are often described as homologation processes, as a single carbon atom is added to the molecule. COj is a 1-C electrophilic chain extender and [CN] a 1-C nucleophilic chain extender. 

For each of the following molecules, state which homologation pathway (Grignard + CO2 or cyanide and hydrolysis) you would choose, and explain your reasons  

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