Compound 5.1 reacts with reagent A to give Compound 5.2. Compound 5.2 is then treated with other reagents to give the product(s) as shown in Scheme 5.1. (You should use a drawing package to draw any structures in your answer to this question. Some marks will be deducted if not using drawing software.) Scheme 5.1 H₂C a. N 5.1 CH; Reagent A HNO3 H₂SO4 5.4 5.2 Reagent D NaNO₂/HCI Reagent B C1,/AlC1, 5.5 5.3 5.1 Reagent C Fe/HC1 5.6 5.4 i. (3 marks) Draw the structures of all the plausible products with formula C8H10N₂O2 from the reaction of Compound 5.1 with Reagent A. ii. (3 marks) Identify which is the major product (Compound 5.2) from the reaction and give your reasoning (two sentences only). b. (4 marks) Label on a drawing of Compound 5.2, which position(s) on the benzene ring you would expect to be more reactive to other electrophiles. Explain how you arrived at your answer (two sentences only). c. (6 marks) Using curly arrows, draw a mechanism showing the reaction of Compound 5.2 with the electrophilic species formed by Reagent B, to give Compound 5.3. d. (4 marks) Draw the structures of Compounds 5.4 and 5.5. e. (2 marks) Draw the structure of the Compound 5.6 formed from the reaction of Compound 5.5 with Compound 5.1.

Solved: Compound 5.1 reacts with reagent A to give Compound 5.2. Compound 5.2

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compound 5 1 reacts with reagent a to give compound 5 2 compound 5 2 i

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Compound 5.1 reacts with reagent A to give Compound 5.2. Compound 5.2 is then treated with other reagents to give the product(s) as shown in Scheme 5.1. (You should use a drawing package to draw any structures in your answer to this question. Some marks will be deducted if not using drawing software.) Scheme 5.1 H₂C a.