OCR A Specimen Paper 2 Q18

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21 18 A student investigates reactions of aromatic compounds. (a) The student first carries out the reaction shown below. FeCl3 quinol + HCl Compound E (i) The student obtains a very low yield of compound E. The student obtains a much higher yield of a different organic product with molecular formula C14H22O2. Suggest an identity for the organic product C14H22O2 and draw its structure below. Specimen reactive than benzene. Explain why the students friend is correct. You may draw a diagram to support your answer. (ii) The student is told by a friend that the FeCl3 catalyst is not needed because quinol is more [1][3]OCR 2014 H432/02 Turn over<br />
 (b) 4-Nitrobenzoic acid is an important compound in chemical synthesis. The flowchart below shows a synthesis involving 4-nitrobenzoic acid. 22 Compound F step 1 product step 2 [1] [2] (i) (ii) State suitable reactant(s) and conditions for step 1. Specimen In step 2, the NO2 group in compound F is reduced by tin and concentrated hydrochloric acid. Write an equation for the reduction of compound F. Show the structures of any organic compounds involved.OCR 2014 H432/02<br />
 23 BLANK PAGE SpecimenOCR 2014 H432/02 Turn over<br />

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