Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, C10H12O, an optically inactive compound. They discovered that compound B, C10H12ClO, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C10H10ClNO3, is formed. While Friedel Crafts alkylation of compound A produced compound D. This compound D was oxidised to produce compound E, C11H12O3 as a major product. Compound F, C12H14O2, was produced by Friedel Crafts acylation of compound A. This compound F reacts positively with alkaline iodine and 2,4-dinitrophenylhydrazine. However, it returns negative results for Tollens' and Benedict's test. Prolonged heating of compound F with acidified potassium manganite (VII) produces compound G, C8H6O4 (aromatic dicarboxylic acid compound) as a major product and minor products (carbon dioxide and water). Identify the possible structural formulae compounds A to G. How would you distinguish between compounds E and G?
Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, C10H12O, an optically inactive compound. They discovered that compound B, C10H12ClO, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C10H10ClNO3, is formed. While Friedel Crafts alkylation of compound A produced compound D. This compound D was oxidised to produce compound E, C11H12O3 as a major product. Compound F, C12H14O2, was produced by Friedel Crafts acylation of compound A. This compound F reacts positively with alkaline iodine and 2,4-dinitrophenylhydrazine. However, it returns negative results for Tollens' and Benedict's test. Prolonged heating of compound F with acidified potassium manganite (VII) produces compound G, C8H6O4 (
Identify the possible structural formulae compounds A to G.
How would you distinguish between compounds E and G?
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