Compound P contains two functional groups and it will form oily yellow liquid when it reacts with nitrous acid. They discovered that compound Q is produced during the halogenation process of compound P. When compound Q is reacted with nitric acid, compound R is formed. While Friedel Crafts alkylation of compound P produces compound S. Compound T was produced by Friedel Crafts acylation of compound P. This compound T reacts negatively with alkaline iodine Tollens' and Benedict's tests. However, it returns positive results for 2,4-dinitrophenylhydrazine. a) Construct table that includes the carbon type and chemical shift for compound P. b) Identify the possible structural formulae according to the types of carbon from (a) for compound P. The carbon atoms for compound P should more than SIX (6). c) Predict the possible structural formulae for compounds Q to T. d) Predict the possible chemical reaction for formation of compounds Q, S and T from compound P. Explain your answer. e) Explain why compound T gives positive result for 2,4- dinitrophenylhydrazine

Compound P contains two functional groups and it will form oily yellow liquid when it reacts with nitrous acid. They discovered that compound Q is produced during the halogenation process of compound P. When compound Q is reacted with nitric acid, compound R is formed. While Friedel Crafts alkylation of compound P produces compound S. Compound T was produced by Friedel Crafts acylation of compound P. This compound T reacts negatively with alkaline iodine Tollens' and Benedict's tests. However, it returns positive results for 2,4-dinitrophenylhydrazine. a) Construct table that includes the carbon type and chemical shift for compound P. b) Identify the possible structural formulae according to the types of carbon from (a) for compound P. The carbon atoms for compound P should more than SIX (6). c) Predict the possible structural formulae for compounds Q to T. d) Predict the possible chemical reaction for formation of compounds Q, S and T from compound P. Explain your answer. e) Explain why compound T gives positive result for 2,4- dinitrophenylhydrazine

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

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.69P

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