Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, C8H10, an optically inactive compound. They discovered that compound B, C8H9Br, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C3H§BrNO2, is formed. While Friedel Crafts acylation of compound A produces compound E, C10H12O. This compound C was oxidised to produce compound D, C;H4BrNO4 as a major product. Identify the possible structural formulae compounds A to E and explain your answers.

Using Friedel Crafts alkylation of benzene, a group of scientists discovered compound A, C8H10, an optically inactive compound. They discovered that compound B, C8H9Br, is produced during the halogenation process. When compound B is reacted with nitric acid, compound C, C3H§BrNO2, is formed. While Friedel Crafts acylation of compound A produces compound E, C10H12O. This compound C was oxidised to produce compound D, C;H4BrNO4 as a major product. Identify the possible structural formulae compounds A to E and explain your answers.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter10: Organohalides

Section10.SE: Something Extra

Problem 19MP: The formation of Br2 from NBS first involves the reaction of NBS with HBr to form an iminol...

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