Using Friedel Crafts alkylation of benzene, a group of scientists discoveredcompound A, C3H3O, an optically inactive compound. They discovered thatcompound B, CsH;BrO, is produced during the halogenation process. Whencompound B is reacted with nitric acid, compound C, C3H,B1NO3, is formed.While Friedel Crafts alkylation of compound A produces compound D. Thiscompound D was oxidised to produce compound E, C9H§O3 as a major product.Compound F, C10H1002, was produced by Friedel Crafts acylation ofcompound A. This compound F reacts positively with alkaline iodine and 2,4-dinitrophenylhydrazine. However, it returns negative results for Tollens' andBenedict's tests.Identify the possible structural formulae compounds A to F and explain youranswers.

Aromatic hydrocarbons are compounds with a benzene ring and substituted groups of elements. There…

alky benzene, group compound A, C§H$O, an optically inactive compound. They discovered tha compound B, CsH;BrO, is produced during the halogenation process. Wher compound B is reacted with nitric acid, compound C, C3H&B1NO3, is formed While Friedel Crafts alkylation of compound A produces compound D. Thi compound D was oxidised to produce compound E, C9H$O3 as a major product Compound F, C10H10O2, was produced by Friedel Crafts acylation o compound A. This compound F reacts positively with alkaline iodine and 2,4 dinitrophenylhydrazine. However, it returns negative results for Tollens' and Benedict's tests. Identify the possible structural formulae compounds A to F and explain you answers.

alky benzene, group compound A, C§H$O, an optically inactive compound. They discovered tha compound B, CsH;BrO, is produced during the halogenation process. Wher compound B is reacted with nitric acid, compound C, C3H&B1NO3, is formed While Friedel Crafts alkylation of compound A produces compound D. Thi compound D was oxidised to produce compound E, C9H$O3 as a major product Compound F, C10H10O2, was produced by Friedel Crafts acylation o compound A. This compound F reacts positively with alkaline iodine and 2,4 dinitrophenylhydrazine. However, it returns negative results for Tollens' and Benedict's tests. Identify the possible structural formulae compounds A to F and explain you answers.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter10: Alcohols

Section: Chapter Questions

Problem 10.57P

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