Compound P contains two functional groups and it will formed oily yellow liquid when it reacts with nitrous acid. They discovered that compound Qis 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

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Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
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Can I use N-methyaniline as compound P? If yes, what is the answer for (e.) ?

Compound P contains two functional groups and it will formed 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) Identify the possible structural formulae (according to the types of
hydrogen and carbon) of compound P. The carbon atoms for compound
P should more than SIX (6).
(b) Predict the possible structural formulae compounds Q to T.
(c) Predict the possible chemical reaction for formation of compounds Q, S
and T from compound P. Explain your answer.
(d) Explain why compound T gives positive result for 2,4-
dinitrophenylhydrazine.
(e) Construct table that includes the hydrogen type, chemical shift,
integration number, multiplicity and adjacent hydrogen for compound P.
Transcribed Image Text:Compound P contains two functional groups and it will formed 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) Identify the possible structural formulae (according to the types of hydrogen and carbon) of compound P. The carbon atoms for compound P should more than SIX (6). (b) Predict the possible structural formulae compounds Q to T. (c) Predict the possible chemical reaction for formation of compounds Q, S and T from compound P. Explain your answer. (d) Explain why compound T gives positive result for 2,4- dinitrophenylhydrazine. (e) Construct table that includes the hydrogen type, chemical shift, integration number, multiplicity and adjacent hydrogen for compound P.
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