Edexcel Jun 2014 (IAL) Paper 6 Q3

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3 Substance G is a colourless organic liquid with one functional group. (a) A few drops of G are tested by the addition of 2,4-dinitrophenylhydrazine solution (Bradys reagent). A positive result is obtained. (i) Describe what you would see when a positive result is obtained for this test. (1)(ii) What can you deduce about G from this test? (1)(b) Substance G is tested with Tollens reagent. The test is negative. (i) Identify the solutions used to make Tollens reagent. What condition is essential for this test to work? What would you see when a positive result is obtained? (4) SolutionsConditionPositive result(ii) Based on the results of the tests in (a)(i) and (b)(i), name the functional group present in G. (1)(c) A few drops of substance G are tested using iodine in the presence of alkali (iodoform test). A positive result is obtained. (i) What would be seen when a positive result is obtained? (1)(ii) What information does a positive result give about substance G? (1)*P42981A0812*<br />
 (d) The high resolution nmr spectrum of G is shown below. 2 5 Chemical shift (cid:303) / ppm Give two pieces of information about substance G that can be deduced from this spectrum. Use this information and your previous deductions to draw the displayed formula of G. (3)Displayed formula of G: *P42981A0912* Turn over<br />
 (e) The identity of substance G can be confirmed by making a larger quantity of the solid product from the reaction of G with 2,4-dinitrophenylhydrazine solution and then purifying the product by recrystallization from ethanol. (i) The solid product is removed from the solution by filtration under reduced pressure. Give two advantages of the use of filtration under reduced pressure compared with normal filtration. (2)(ii) Draw a labelled diagram of the apparatus used for filtration under reduced pressure. (3) 10 *P42981A01012*<br />
 (iii) Outline all the steps of the recrystallization procedure. You should assume that the product contains impurities, some of which are very soluble in ethanol and others which are not soluble. (4)(iv) How would you use the purified product to confirm the identity of G? Practical details are not required. (2)(Total for Question 3 = 23 marks) TOTAL FOR PAPER = 50 MARKS *P42981A01112* 11<br />

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