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1 Centre Number Surname Candidate Number Other Names Notice to Candidate. The work you submit for assessment must be your own. If you copy from someone ese or aow another candidate to copy from you, or if you cheat in any other way, you may be disquaified. Candidate Decaration. I have read and understood the Notice to Candidate and can confirm that I have produced the attached work without assistance other than that which is acceptabe under the scheme of assessment. Candidate Date Signature For Teacher s Use Section Mark PSA Task Section A Section B Genera Certificate of Education Advanced Leve Examination June 2013 TOTAL ISA MARK (max 50) Chemistry CHM6T/P13/test Unit 6T A2 Investigative Skis Assignment Written Test For submission by 15 May 2013 For this paper you must have: the Periodic Tabe/Data Sheet provided at the end of this paper the Task Sheet and your Candidate Resuts Sheet a ruer with miimetre measurements a cacuator. Instructions Use back ink or back ba-point pen. Fi in the es at the top of this page. Answer a questions. You must answer the questions in the spaces provided. Do not write around each page or on bank pages. Do a rough work in this book. Cross through any work you do not want to be marked. Time aowed 1 hour Information The marks for questions are shown in brackets. The maximum mark for this paper is 30. You are expected to use a cacuator, where appropriate. You wi be marked on your abiity to: organise information ceary use scientific terminoogy accuratey. Detais of additiona assistance (if any). Did the candidate receive any hep or information in the production of this work? If you answer yes give the detais beow or on a separate page. Yes No Teacher Decaration: I confirm that the candidateʼs work was conducted under the conditions aid out by the specification. I have authenticated the candidateʼs work and am satisfied that to the best of my knowedge the work produced is soey that of the candidate. Signature of teacher... Date... As part of AQA s commitment to assist students, AQA may make your coursework avaiabe on a stricty anonymous basis to teachers, examining staff and students in paper form or eectronicay, through the Internet or other means, for the purpose of indicating a typica mark or for other educationa purposes. In the unikey event that your coursework is made avaiabe for the purposes stated above, you may object to this at any time and we wi remove the work on reasonabe notice. If you have any concerns pease contact AQA. To see how AQA compies with the Data Protection Act 1988 pease see our Privacy Statement at aqa.org.uk CHM6T/P13/test

2 2 There are no questions printed on this page DO NOT WRITE ON THIS PAGE ANSWER IN THE SPACES PROVIDED

3 3 Section A These questions are about the task, an investigation of some organic compounds. You shoud use your Task Sheet and your Candidate Resuts Sheet to answer these questions. Answer a questions in the spaces provided. When answering questions 1, 2 and 3 you shoud assume that in Test 2 potassium manganate(vii) behaves as an oxidising agent in a simiar way to potassium dichromate(vi). When the potassium manganate(vii) reacts as an oxidising agent it forms a soution that appears coouress. 1 Use your observations from the Task to identify the functiona group most ikey to be present in B and the functiona group most ikey to be present in D. Functiona group in B... Functiona group in D... (2 marks) 2 State, with a reason, whether or not your observations from Tests 1, 2 and 3 aow you to identify the functiona group most ikey to be present in C. 3 State, with a reason, whether or not your observations from Tests 1, 2 and 3 aow you to deduce that A contains more than one functiona group. 4 Infrared spectroscopy can be used to distinguish between organic compounds. Use Tabe 1 on the Data Sheet to identify the wavenumber of an absorption that woud aow you to distinguish between an adehyde and a caryic acid. Turn over

4 4 5 Adehydes can be prepared from acy chorides. State how an adehyde coud be tested to show whether it is contaminated with traces of unreacted acy choride. State what you woud observe. Test... Observation... (2 marks) 6 Suggest one reason why Toens reagent is used as the oxidising agent in the specific test for adehydes rather than the ess expensive acidified potassium dichromate(vi). 7 The triiodomethane reaction is often used as a test for adehydes and ketones that contain the CH 3 CO group shown. CH 3 C O The adehyde or ketone is reacted with an akaine soution of iodine. Triiodomethane (CH 3 ) is formed as a precipitate. Compounds that contain a group that can be oxidised to the CH 3 CO group wi aso give a positive resut in this test. 7 (a) State, with a reason, whether or not ethano wi give a positive resut in the triiodomethane reaction.

5 5 7 (b) The equation for the reaction of ethana with an akaine soution of iodine is CH 3 CHO NaOH CH 3 + HCOONa + 3Na + 3H 2 O In an experiment using this reaction, the yied of triiodomethane (CH 3 ) obtained by a student was 83.2%. Cacuate the minimum mass of iodine that this student woud have used to form 10.0 g of triiodomethane. Give your answer to the appropriate precision. Show your working. (5 marks) 7 (c) Triiodomethane can be separated from the reaction mixture by fitration. State one reason why the soid residue is then washed with water after the fitration. 7 (d) State one reason, other than cost or avaiabiity, why water is suitabe for washing this soid residue after the fitration. 16 Turn over

6 6 Section B Answer a questions in the spaces provided. 8 At a given pressure, a pure iquid bois at a constant temperature. This boiing point can be used to hep identify the iquid. One procedure for measuring the boiing point of an adehyde is shown in the diagram. Procedure Set up the apparatus as shown in the diagram. Make sure that the bub of the thermometer is about 3 cm above the eve of the adehyde. Thermometer Cork X Heating bath Adehyde Anti-bumping granues Heat Add a few anti-bumping granues to the adehyde. Heat the iquid in the beaker genty unti the adehyde begins to boi. The boiing point of the adehyde is greater than 150 ºC. Adjust the heat source so that the adehyde bois genty. Record the temperature when it becomes steady. Record the atmospheric pressure.

7 7 8 (a) State the purpose of the anti-bumping granues. 8 (b) Give one reason why it is essentia for the cork to have the hoe, abeed X, in it. 8 (c) State two properties that a iquid must have to make it suitabe for use in the heating bath in this boiing point determination. Property 1... Property 2... (2 marks) 8 (d) State why the atmospheric pressure was recorded. 8 (e) State why the boiing point of a compound may be insufficient on its own to identify the compound. Turn over

8 8 9 Expain how infrared spectroscopy can be used to show that an adehyde is definitey pentana. (2 marks) 10 In order to obtain a ph curve, you are provided with a conica fask containing 25.0 cm 3 of a mo dm 3 caryic acid soution and a burette fied with mo dm 3 sodium hydroxide soution. You are aso provided with a caibrated ph meter. 10 (a) State why caibrating a ph meter just before it is used improves the accuracy of the ph measurement. 10 (b) Describe how you woud obtain the ph curve for the titration. (5 marks) END OF QUESTIONS 14

9 9 GCE Chemistry Data Sheet Turn over

10 10 The Periodic Tabe of the Eements (1) (2) 6.9 Li ithium Na sodium K potassium Rb rubidium Cs caesium 55 [223] Fr francium Be beryium Mg magnesium Ca cacium Sr strontium Ba barium 56 [226] Ra radium 88 reative atomic mass symbo name atomic (proton) number 1.0 H hydrogen 1 (3) (4) (5) (6) (7) (8) (9) (10) (11) (12) 45.0 Sc scandium Y yttrium La * anthanum 57 [227] Ac actinium Ti titanium Zr zirconium Hf hafnium 72 [267] Rf rutherfordium 104 Key 50.9 V vanadium Nb niobium Ta tantaum 73 [268] Db dubnium Cr chromium Mo moybdenum W tungsten 74 [271] Sg seaborgium Mn manganese 25 [98] Tc technetium Re rhenium 75 [272] Bh bohrium Fe iron Ru ruthenium Os osmium 76 [270] Hs hassium Co cobat Rh rhodium Ir iridium 77 [276] Mt meitnerium Ni nicke Pd paadium Pt patinum 78 [281] Ds darmstadtium Cu copper Ag siver Au god 79 [280] Rg roentgenium Zn zinc Cd cadmium Hg mercury 80 (13) (14) (15) (16) (17) 10.8 B boron A auminium Ga gaium In indium T thaium C carbon Si siicon Ge germanium Sn tin Pb ead N nitrogen P phosphorus As arsenic Sb antimony Bi bismuth O oxygen S sufur Se seenium Te teurium 52 [209] Po poonium F fuorine C chorine Br bromine I iodine 53 [210] At astatine 85 Eements with atomic numbers have been reported but not fuy authenticated (18) 4.0 He heium Ne neon Ar argon Kr krypton Xe xenon 54 [222] Rn radon 86 * Lanthanides Actinides Ce cerium Th thorium Pr praseodymium Pa protactinium Nd neodymium U uranium 92 [145] Pm promethium 61 [237] Np neptunium Sm samarium 62 [244] Pu putonium Eu europium 63 [243] Am americium Gd gadoinium 64 [247] Cm curium Tb terbium 65 [247] Bk berkeium Dy dysprosium 66 [251] Cf caifornium Ho homium 67 [252] Es einsteinium Er erbium 68 [257] Fm fermium Tm thuium 69 [258] Md mendeevium Yb ytterbium 70 [259] No nobeium Lu utetium 71 [262] Lr awrencium 103 Copyright 2012 AQA and its icensors. A rights reserved.

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