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2. a) Draw a detailed mechanism for the sulfonation of benzene. In your answer include the formation of the electrophile. 10 marks b) The reaction of phenol with nitric acid and sulfuric acid is shown in Scheme 1. OH H2SO4 HNO3 Scheme 1 Predict, giving reasons, the isomer(s) arising from this reaction stating the major product(s) isolated. In your answer, include the formation of the electrophile and all Wheland intermediates. 45 marks c) What is the major product when 1-bromo-2-ethoxybenzene is treated with sodium amide in liquid ammonia? Give reasons to support your answer. 20 marks Page 3 of 11 d) Identify the reagents and intermediates A-E in scheme 2 below. NO2 NH2 o O O NH B C II E HNO3 O A D H2SO4 Br Scheme 2

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