Edexcel Jun 2011 Paper 5 Q13

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SECTION B Answer ALL the questions. Write your answers in the spaces provided. 13 Some reactions of benzene are shown below. PMT CH3 methylbenzene reaction 1 reagent A with AlCl3 catalyst reaction 2 CH3COCl with AlCl3 catalyst heat under reflux compound X benzene reaction 3 reagent B SO3H (a) (i) Suggest the formula of reagent A in reaction 1. (1)(ii) Write the equation to show how the catalyst, AlCl3, reacts with reagent A to form the species which attacks the benzene ring. (iii) Draw the structure of the intermediate ion formed when the species in (ii) attacks the benzene ring. (1) (1) 10 *P38480A01024*<br /> PMT (b) The methylbenzene formed in reaction 1 generally reacts in a similar way to benzene but faster, as the ring is said to be activated. (i) Explain how the presence of a methyl group activates the benzene ring. (1)(ii) Use your answer to (i) to explain why methylbenzene reacts faster. (1)(c) (i) Draw the structural formula of compound X, formed in reaction 2. (ii) The organic product of reaction 2 is also formed when the same reactants, but with an aluminium catalyst, are heated using microwave radiation. Suggest two reasons why this technique may be considered greener. (1) (2)(d) Name reagent B needed for reaction 3. (1)(Total for Question 13 = 9 marks) *P38480A01124* 11 Turn over<br />

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