The carbon-13 (¹³C) NMR spectrum of compound A, C₈H₈O₂, contains six peaks. Compound A reacts with an excess of bromine water to give compound B, C₈H₆Br₂O₂. Compound A reacts with alkaline aqueous iodine to form a yellow precipitate C and compound D. Compound D reacts with PCl₅ to form compound E, C₇H₅O₂Cl. Compound E reacts with propan-2-ol to form compound F. Draw the structures of compounds A, B, C, D, E and F in the boxes.
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