Question

e-Laboratory Questions-Expa XP 3 Name: Nitration of Aromatic Compounds Due before lab begins. Answer in space provided. 1. Which is nitrated faster? toluene or nitrobenzene? Explain. 2. Indicate the product formed on (mono) nitration of each of the following compounds: a) Cyanobenzene (benzonitrile) b) toluene c) benzoic acid 3. Why is methyl m-nitrobenzoate formed in this reaction instead of o- and p-? What product would you expect if methyl benzoate underwent dinitration? 4. Methyl-m-nitrobenzoate is an excellent (identification) derivative of methyl benzoate. What are the properties of methyl-m-nitrobenzoate that makes it an excellent derivative of the starting ester?. 5. List three combinations of reagents used for nitration of aromatic compounds?
1-3?

Answer 1

Ang / Hy sou fas ay = weatly activating group: ANG Qo M, electrophile reacte fast with toluene No = strong deactivating group. decreases the election density from benzene de electrophile reads slowly. HNO₃ b soy HP ų soy 2 . So HNO3 h soy o ome -ome ome 1llL 18 positions i me remover incoming No electron approach as density from one the meta position. : Oome HNO3 u sou