10 4 This question is about the identification of some organic compounds. (a) The skeletal formulae of four organic compounds are shown. Compound P O OH Compound Q O O Compound R O O Compound S OH (i) Which of these compounds can be hydrolysed to form methanol as one of the products? (1) A Compound P B Compound Q C Compound R D Compound S (ii) Which of these compounds produces carbon dioxide when it reacts with aqueous sodium hydrogencarbonate? (1) A Compound P B Compound Q C Compound R D Compound S 11 Turn over (b) Compound T, C4H10O, is oxidised by acidified potassium dichromate(VI) to form compound U, C4H8O . U gives an orange precipitate with 2,4-dinitrophenylhydrazine (Brady’s reagent) but does not give a red precipitate when heated with Fehling’s solution. T reacts with ethanoyl chloride to form compound V, C6H12O2 . Deduce the structures of compounds T, U and V. Justify your answers. (6) .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... .................................................................................................................................................................................................................................................................................... . (Total for Question 4 = 8 marks)