Edexcel Jan 2013 Paper 6 Q2

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2 Two organic compounds, X and Y, are colourless liquids. Both compounds contain four carbon atoms and one functional group. (a) A series of tests was carried out on compound X. (i) When a few drops of 2,4-dinitrophenylhydrazine solution were added to X, an orange precipitate was formed. What deduction can be made from the result of this test alone? (1)(ii) When X was warmed with Fehlings solution, a red precipitate was formed. What further deduction can be made from the result of this test? (1)(b) Give the two possible displayed formulae of X. (c) A series of tests was carried out on compound Y. (i) A dry sample of Y reacted with phosphorus(V) chloride, producing steamy fumes. What deduction can be made from the result of this test alone? (2) (1)(ii) No reaction was observed when Y was added to sodium carbonate solution, Na2CO3(aq). What further deduction can be made from the result of this test? (1)*P41217A0416*<br />
 (iii) A sample of Y rotated the plane of plane-polarized light. What deduction can be made about the structure of Y from the result of this test? (1)(iv) Use your answers to parts (i), (ii) and (iii), and the fact that each molecule of Y contains four carbon atoms, to deduce the displayed formula of Y. (v) Describe what you would expect to see if a sample of compound Y was added to iodine, I2, in alkaline conditions. (1) (1)(Total for Question 2 = 9 marks) *P41217A0516* Turn over<br />

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