Cambridge International Examinations Cambridge International Advanced Subsidiary and Advanced Level

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1 * * ambridge International Examinations ambridge International dvanced Subsidiary and dvanced Level HEMISTRY 971/11 Paper 1 Multiple hoice October/November 217 dditional Materials: Multiple hoice nswer Sheet Soft clean eraser Soft pencil (type or H is recommended) ata ooklet 1 hour RE THESE INSTRUTIONS FIRST Write in soft pencil. o not use staples, paper clips, glue or correction fluid. Write your name, entre number and candidate number on the nswer Sheet in the spaces provided unless this has been done for you. O NOT WRITE IN NY ROES. There are forty questions on this paper. nswer all questions. For each question there are four possible answers,, and. hoose the one you consider correct and record your choice in soft pencil on the separate nswer Sheet. Read the instructions on the nswer Sheet very carefully. Each correct answer will score one mark. mark will not be deducted for a wrong answer. ny rough working should be done in this booklet. Electronic calculators may be used. This document consists of 15 printed pages and 1 blank page. I17 11_971_11/FP ULES 217 [Turn over

2 2 Section For each question there are four possible answers,,, and. hoose the one you consider to be correct. Use of the ata ooklet may be appropriate for some questions. 1 Which formula represents the empirical formula of a compound? 2 H 4 O 2 H 4 O 2 6 H 12 H 2 O 2 2 The relative first ionisation energies of four elements with consecutive atomic numbers below 2 are shown on the graph. One of the elements reacts with hydrogen to form a covalent compound with formula HX. Which element could be X? first ionisation energy / kj mol 1 atomic number 3 In which structure are three atoms bonded together in a straight line? poly(ethene), ] propane, 3 H 8 ( H 2 H 2 ) n silicon tetrachloride, Sil 4 sulfur hexafluoride, SF 6 ULES /11/O/N/17

3 3 4 In the sodium chloride lattice the number of chloride ions that surround each sodium ion is called the co-ordination number of the sodium ions. What are the co-ordination numbers of the sodium ions and the chloride ions in the sodium chloride lattice? sodium ions chloride ions fluorescent light tube has an internal volume of 4 cm 3 and an internal pressure of 2 kpa. It is filled with.3 moles of an ideal gas. What is the temperature of the gas inside the fluorescent light tube? K K K K 6 One of the reactions in a lead / acid cell is shown. Pb(s) + PbO 2 (s) + 4H + (aq) + 2SO 4 2 (aq) 2PbSO 4 (s) + 2H 2 O(l) Which statement about this reaction is correct? Lead is both oxidised and reduced. Lead is neither oxidised nor reduced. Lead is oxidised only. Lead is reduced only. ULES /11/O/N/17 [Turn over

4 7 Iodine and propanone react according to the following equation. 4 I 2 (aq) + H 3 3 (aq) H 3 2 I(aq) + HI(aq) If the concentration of propanone is increased, keeping the total reaction volume constant, the rate of the reaction also increases. What could be the reason for this? greater proportion of collisions is successful at the higher concentration. The particles are further apart at the higher concentration. The particles have more energy at the higher concentration. There are more collisions between reactant particles per second at the higher concentration. 8 Sulfur can be oxidised in two ways. S(s) + O 2 (g) SO 2 (g) H o = kj mol 1 2S(s) + 3O 2 (g) 2SO 3 (g) H o = kj mol 1 Sulfur trioxide can be made from sulfur dioxide and oxygen. 2SO 2 (g) + O 2 (g) 2SO 3 (g) What is the standard enthalpy change for this reaction? kj mol kj mol kj mol kj mol 1 9 Hydrogen iodide dissociates into hydrogen and iodine. 2HI(g) H 2 (g) + I 2 (g) In an experiment, b mol of hydrogen iodide were put into a sealed vessel at pressure p. t equilibrium, x mol of the hydrogen iodide had dissociated. Which expression for K p is correct? 2 x ( b x) x p ( b x) 2 2 p 2 x x 4b( b ) 2 x 4( b x) 2 ULES /11/O/N/17

5 5 1 The diagram shows the distribution of molecular energies in a sample of gas at a temperature T 1. The activation energy for an uncatalysed reaction of this gas, E a(uncat), is shown. proportion of molecules with a given energy T 1 E a(uncat) molecular energy E Which diagram correctly shows the new distribution and new activation energy, E a(cat), when the temperature is increased to T 2, and a catalyst is used that increases the rate of the reaction? T 1 T 1 E a(cat) proportion of molecules with a given energy T 2 E a(uncat) E a(cat) proportion of molecules with a given energy T 2 E a(uncat) molecular energy E molecular energy E T 1 E a(cat) T 1 proportion of molecules with a given energy E a(uncat) proportion of molecules with a given T 2 energy T 2 E a(uncat) E a(cat) molecular energy E molecular energy E 11 2 g of water are at 25. The water is heated to 75 by burning 2 g of ethanol. What is the amount of energy transferred to the water?.418 kj 1.4 kj 41.8 kj 62.7 kj ULES /11/O/N/17 [Turn over

6 12 The elements l, Mg, Si and S are all in Period 3. 6 What is the correct sequence of the melting points of these elements, from lowest to highest? lowest melting point highest melting point l S Mg Si l S Si Mg Mg Si S l Si Mg S l 13 n element Y reacts according to the following sequence. burns in O 2 Hl (aq) Na(aq) an excess of Na(aq) Y white solid solution white precipitate solution What could be element Y? l a Mg P 14 Which compound would most usually be added to soil to reduce its acidity? aluminium hydroxide calcium hydroxide magnesium hydroxide sodium hydroxide 15 The mineral dolomite is a mixture of magnesium carbonate and calcium carbonate. n aqueous reagent, X, was added to a small sample of dolomite. Effervescence was seen and a white solid, Y, was formed. What could be the correct identity of reagent X and solid Y? reagent X solid Y hydrochloric acid calcium chloride hydrochloric acid magnesium chloride sulfuric acid calcium sulfate sulfuric acid magnesium sulfate ULES /11/O/N/17

7 7 16 Which fertiliser contains the greatest percentage of nitrogen by mass? ammonium nitrate, NH 4 NO 3 ammonium sulfate, (NH 4 ) 2 SO 4 diammonium hydrogen phosphate, (NH 4 ) 2 HPO 4 urea, O(NH 2 ) g of chlorine, l 2, react with an excess of sodium hydroxide solution at a particular temperature. The reaction produces exactly 35.5 g of product X. What is product X? H 2 O Nal Nal O Nal O 3 18 ompound Q is a white crystalline solid which dissolves easily in water. When concentrated sulfuric acid is added to a dry sample of Q steamy white fumes are formed which, when passed through aqueous silver nitrate solution, form a white precipitate. This precipitate is soluble in dilute ammonia solution. What could be the identity of compound Q? gl Nar Nal Pbr 2 19 The strengths of the covalent bonds within halogen molecules, and the van der Waals forces between halogen molecules, vary going down Group 17 from chlorine to bromine to iodine. Which row shows these correctly? strength of covalent bonds strength of van der Waals forces decreases decreases decreases increases increases decreases increases increases ULES /11/O/N/17 [Turn over

8 2 The structural formula of compound Q is shown. 8 O How many stereoisomers exist with this structural formula? Q 21 What is the name of compound X? compound X trans-2-hydroxyhex-3-ene trans-2-hydroxyhexene trans-5-hydroxyhex-3-ene trans-5-hydroxyhexene 22 Many, but not all, organic reactions need to be heated before a reaction occurs. Which reaction occurs quickly at room temperature, 2? 2 H 4 + r 2 2 H 4 r 2 2 H 4 + H 2 O H 3 H 2 H 3 H 2 2 H 4 + H 2 O H 3 H 2 + Hr H 3 H 2 r + H 2 O ULES /11/O/N/17

9 23 section of an addition polymer chain is shown. 9 H l H 2 H 2 H l Which monomer could be used to make this polymer? H 2 HH 2 l H 2 Hl H 3 HHl Hl HH 2 H 2 l 24 Which organic reaction is an example of nucleophilic substitution? H 3 H 2 r + Na H 2 H 2 + H 2 O + Nar H 3 H 2 r + Na H 3 H 2 + Nar H 2 H 2 + Hl 2 H 5 l 2 H 6 + l 2 2 H 5 l + Hl 25 itric acid can be converted into tricarballylic acid in two stages. n intermediate, Q, is formed. HO H 2 O 2 H O 2 H stage 1 stage 2 Q H 2 H O 2 H O 2 H H 2 O 2 H H 2 O 2 H citric acid tricarballylic acid Which reagents are needed for each stage? stage 1 stage 2 concentrated H 2 SO 4 H 2 (g) and Ni concentrated H 2 SO 4 Lil H 4 Lil H 4 H 2 SO 4 (aq) Na(aq) H 2 (g) and Ni ULES /11/O/N/17 [Turn over

10 26 Glucose can be used to prepare sorbitol, a compound used as a sugar substitute. 1 H O HO glucose sorbitol Which reagent may be used for this conversion? acidified potassium dichromate(vi) sodium borohydride sodium hydroxide Tollens reagent 27 3-methylbutanone is treated with alkaline aqueous iodine. The mixture of products is then acidified. Which compound is present in the final mixture of products? 3-methylbutanoic acid butanoic acid methylpropanoic acid propanoic acid 28 t room temperature, propanoic acid was reacted to produce sodium propanoate. No gas was produced during the reaction. What could the propanoic acid have reacted with? NaHO 3 (aq) Na(aq) Na 2 O 3 (aq) Na 2 SO 4 (aq) ULES /11/O/N/17

11 11 29 Ethene is reacted with steam in the presence of concentrated H 3 PO 4. The product of this reaction is added to acidified potassium dichromate(vi) and heated under reflux for one hour. The final organic product is collected and labelled X. ut-2-ene is treated with hot, concentrated, acidified potassium manganate(vii). The final organic product is collected and labelled Y. Which statement is correct? One molecule of X has more carbon atoms than one molecule of Y. One molecule of Y has more carbon atoms than one molecule of X. X and Y have different functional groups. X is the same compound as Y. 3 sample of the ester H 3 H 2 H 2 O 2 H 2 H 3 is hydrolysed. The product mixture is then treated with hot, acidified KMnO 4. What are the final carbon-containing products? H 3 H 2 O 2 H only H 3 O 2 H + H 3 H 2 O 2 H H 3 O 2 H + H 3 H 2 H 2 O 2 H H 3 H 2 + H 3 H 2 H 2 O 2 H ULES /11/O/N/17 [Turn over

12 12 Section For each of the questions in this section, one or more of the three numbered statements 1 to 3 may be correct. ecide whether each of the statements is or is not correct (you may find it helpful to put a tick against the statements that you consider to be correct). The responses to should be selected on the basis of 1, 2 and 3 are correct 1 and 2 only are correct 2 and 3 only are correct 1 only is correct No other combination of statements is used as a correct response. Use of the ata ooklet may be appropriate for some questions. 31 The definitions of many chemical terms can be illustrated by chemical equations. Which terms can be illustrated by an equation that includes the formation of a positive ion? 1 first ionisation energy 2 heterolytic fission of a covalent bond 3 enthalpy change of atomisation 32 student makes sodium chloride by reacting together.25 mol of sodium carbonate with an excess of.2 mol dm 3 hydrochloric acid. Na 2 O 3 + 2Hl 2Nal + H 2 O + O 2 Which statements about the quantities of substance are correct? 1 6 cm 3 of carbon dioxide are produced at room temperature and pressure cm 3 of the hydrochloric acid are needed to exactly neutralise the sodium carbonate g of sodium chloride are produced. ULES /11/O/N/17

13 13 33 One way of recovering tin from old printed circuit boards is to dissolve it in a mixture of concentrated hydrochloric acid and concentrated nitric acid. The tin dissolves because it reacts with the mixture of these concentrated acids. Sn + 4Hl + 2HNO 3 Snl 4 + NO 2 + NO + 3H 2 O Which statements about this reaction are correct? 1 Nitrogen is present in three different oxidation states in the reactants and products. 2 The oxidation state of tin increases from to The oxidation state of chlorine remains the same. 34 The following reaction takes place in a suitable solvent. Na + NH 2 + NH 4 + l Na + l + 2NH 3 Which statements explain why this reaction should be classified as a rønsted-lowry acid-base reaction? 1 The ammonium ion acts as a proton donor. 2 Na + l is a salt. 3 mmonia is a nucleophile. 35 Which statements about the elements barium and calcium and their compounds are correct? 1 arium nitrate decomposes at a higher temperature than calcium nitrate. 2 arium hydroxide is more soluble in water than is calcium hydroxide. 3 alcium is more reactive with water than is barium. 36 Which statements explain why nitrogen gas is unreactive? 1 Nitrogen atoms are highly electronegative. 2 Nitrogen molecules are non-polar. 3 The triple bond between nitrogen atoms is very strong. 37 In which molecules do all the carbon atoms lie in the same plane? 1 2,3-dimethylbut-2-ene 2 propane 3 cyclohexane ULES /11/O/N/17 [Turn over

14 14 The responses to should be selected on the basis of 1, 2 and 3 are correct 1 and 2 only are correct 2 and 3 only are correct 1 only is correct No other combination of statements is used as a correct response. 38 reaction pathway diagram is shown. energy progress of reaction Which reactions would have this reaction pathway diagram? 1 (H 3 ) 3 r + Na (H 3 ) 3 + Nar 2 H 3 H 2 H 2 r + Na H 3 H 2 H 2 + Nar 3 (H 3 ) 3 H 2 H 2 l + 2NH 3 (H 3 ) 3 H 2 H 2 NH 2 + NH 4 l 39 The compounds below are used to make perfumes. Which compounds will produce a yellow precipitate with alkaline aqueous iodine? HO O ULES /11/O/N/17

15 15 4 The reaction of ethanal, H 3 HO, with HN to form 2-hydroxypropanenitrile is catalysed by NaN. What are features of the intermediate of this reaction? 1 It is chiral. 2 It has a single negative charge on one of its atoms. 3 It is a nucleophile. ULES /11/O/N/17

16 16 LNK PGE Permission to reproduce items where third-party owned material protected by copyright is included has been sought and cleared where possible. Every reasonable effort has been made by the publisher (ULES) to trace copyright holders, but if any items requiring clearance have unwittingly been included, the publisher will be pleased to make amends at the earliest possible opportunity. To avoid the issue of disclosure of answer-related information to candidates, all copyright acknowledgements are reproduced online in the ambridge International Examinations opyright cknowledgements ooklet. This is produced for each series of examinations and is freely available to download at after the live examination series. ambridge International Examinations is part of the ambridge ssessment Group. ambridge ssessment is the brand name of University of ambridge Local Examinations Syndicate (ULES), which is itself a department of the University of ambridge. ULES /11/O/N/17

Cambridge International Examinations Cambridge International Advanced Subsidiary and Advanced Level

Cambridge International Examinations Cambridge International Advanced Subsidiary and Advanced Level *7608339960* ambridge International Examinations ambridge International dvanced Subsidiary and dvanced Level HEMISTRY 9701/13 Paper 1 Multiple hoice May/June 2017 dditional Materials: Multiple hoice nswer