MINISTRY OF EDUCATION, SINGAPORE In collaboration with | UNIVERSITY OF CAMBRIDGE LOOAL EXAMINATIONS SYNDICATE Goneral Certicato of Education Advanced Love Higher 2 canpare fT Na centre | | noe NUMBER NUMBER CHEMISTRY 9761/02 Papor? Strucured Questions (cteberRtovembr 2008, ‘hour 30 minutes Candidates anawor onthe Question Paper. Aone Material: Dala Booklet READ THESE INSTRUCTIONS FIRST Wee your Cane number, index numer and name onl he work you hand Weve mdr ue c isk poner bat sides of te paper. Youray use ase pene ranydagrams, graphs o rough woking. Donat use stale, paper cls, highlighters, glue o corecton fit Ancor all questions. ‘Data Bootes proce. Altheend of the examination, fasten all your work socurly together, “Fe numbar of marke gven in bracket] al he nc of each question or part quest, For Examiner Use 1 Total ‘This document consists of 11 pine pages and 1 ark page Pa . Cermmremenetaemttnt {nertationalEeamiations ‘ovis ¢ wos 2a oc pecan 8008 Turnover2 ‘Ansuer all he questions Inthe space provided 1 Sodium chloride, sodium bromide, sodium ace anc magnesium oxide re onic compounds ‘which al have the same erytalsvueture, Lattco energles can be used as a measure ofthe energetic stabilty of foc compounds (@) Define, with the ad of an equation, the latioe energy of magnesium exe = rc) Latice energies are not measured direct. By using Hess’ Law and the Barn Haber cycle, they can be obtained from experimental data. From knowledge ofthe distances between the calons and anions inthe crystal structure, and the charge on each fan, itis also possible to calle theoretical values fr latice energies. ‘The table below shows numerical values of latioe energies for the sodium halides, ‘magnesium oxide, and two siver halides. These have been determined fcm experimental ata or theoretical calculated compound | expormental | theoretical value value mat? | talmort | nacr rer 706 Nabe 43 “730 [Nat 699) 85, MgO) ceeee |e aor | 867 953) Ast “209 808 (©) By quoting appropriate data om the Data Booklet, ()oxpiain wy tho latice energies ofthe sodium halides decrease fam NaCl to Nal,a fe (W)suggest why the late energy of MgO is considerably larger then those of the ‘cum halides a (©) Siveruoride and siveriodida have the eame crystal structure. Like the sodium halides, there Ie close agreement botween the experimental and theoretical values of lace energy for AQF but not for Ag] Suggest a reason fr this. . 0) (@) In the crystal latce of sodium and potassium chlorides, the co-rdinction number of teach lon 6 In tha ert fatce of caesium chloride, CSCI, te co-orination number has a diferent valu, C Kon or oe: © Nat eo Crystal lattice of sodium chloride (Suggest what is meant by the term co-ordination number when used to reer 1 a ‘orystal ate, ‘eucies¢ woe mee ressaanee Turn over2 a (Suggest an explanation forthe co-ordination number in the CxCI lace being ferent rom those in NaCl and KCL. ‘3 Iota 1) Mazak isan aly of magnesium, aluminium, zinc and copper which is widely used 10 make die-cast toys. Magnesium and aluminium are adjacent elements inthe htd Period of the Periodic Table; 2ine ané copper are next to each ther in the tse of ranaton elements, ‘The densities ofthe four metals present in Mazak, in ascending numerical order, are given below [metal | metat2 | meters | metal é donsiy! | 174 | 270 | 713 | aaa | { acme (2) Suggest which two ofthe metals, Mg, Al, Zn, and Cu, which are present in Mazak, aro metals @and 4 20 1 (©) Whon finely pondered Mazak is shaken with cold cule Hydrochloric acid, thee ofthe metas dissolve and one remains as solid reste, Use the Data Booklet o ident this residue. Explain your answer, ra] (©) Mazak can be completely dissolved in hot concentrated sulfur acid, Sultur oxide is alsa formed, ()_Inwhat way doos suture acid behave inthis reaction? (ll) Use the Data Booker to construct an equation forthe eacton of hat concentrated sufi acl with zine. 2: lentes (When NaOH(aq) is added to separate solutions containing Mga) and Ai%(aq), a ‘te precipita is formed in each case, When an excass of NaOH(aq) is added, one of these precptates dissolves, (Suggest the formula of the white precipitate that is soluble in an excess of NaOH{aq). {W)Construct ionic equations for ‘ha formation of his precitate, and its subsequent dssolving - — 9) Zine has some properties tat re similar 1 those of a Group II metal and some that are ‘hase of a transition element (6) Suggest why ne shows some properties of Group il elements m | (Zinc trate and magnesium nitrate decompose when heated to give simlar products (0) Suggest an equation forthe theemal decomposition of zine ato (W) The rac ofthe Zn2*catlon is .074nm, Use the Data Booklet o daduce whether zine nitrate wil decompose at a higher or lower temperature than magnesium irate, Explain your answer. (al (@) When NH,(ag) is added toa solution containing 2n*(aq) a white precgate is formed. ‘whic i elubl in an excess ofthe reagent. In these reactions, zinc behaves ikea ranson element. ‘Suggest an ionic equation for each of these two reactions (el ota: 14) ounces a Moe a8 mereaoneo (Turn over6 8 Values ofthe acid dissociation constants, K,, for some weak acids are given bolow. ‘These data are also relevant to questions 4 and 5. el | tala Fa Benzolc add G0, [8axtor® caboricaoa[H,00, [48x10 ehance act [oreo [18x10 imetencl [HOH [a0x0-% eel é Tao (@) Which of these weak acids are stronger than carbonic acid? 1 (©) Calculate the pH ofo.10moldmn phenol 2 (6) Explanin terms of their molecular structures why methanol and phencl rave significanty dierent K, valve.7 fe (2) What is observed and what is formed when phenols aed to bromine dissolved in a sultable vent? observation . structural formula of product o) (6) Methy! benzoate, 0,H,00,0H,, and pheny ethanoate, CH,CO,CyHy, to isomers, () Outine how metry benzoate may be produced from benzoic aid (i) Outine how phenyl ethanoate may be produced from ethanoie acid fo (ota: 10) euciesé uae inaon Tum over8 4 Use ofthe data in question 35 relevant to parts of tis question. -Coumaric ald, CHO, occurs in tomatoes, carols and stauberies ard is thought to hulp provent the development of stomach cancor. '-Coumarie acid ie an aromatic organic compound wih wo substituents occipying positions {and 4 of the benzene ing, Four possible structures of p-coumarie acid are given below. com co. com of CH=CHOH cH,cH0 CocH, CHeCHOO.H a B c > (2), Ancwer questions (to (v) by using only the letters A, B, C or . In each case, state which compounds wl give the result described ()p-Coumarie acid doos not ge a silver mirror with Tallon’ reagent. ‘Which compounds do not give a silver mitror? i) p-Coumaie acid does not give a precipitate with 24-dnitrophery/ystazine reagont Which compounds do net give a precptate? (li) Won p-coumaric acid is treated with HBr, C,O,Br is formed, Wich compounds give this result” (lv). When p-coumaric acid is veated with Na, C,H,O,NS, is formed. \Winich compounds give ths result? (v)_ When p-coumaric acid is treated with NaOH (aq), CyH,0;Na, is formed. Which compounds give this rosul? fo)©) 0 (What is the structural formula ofthe product of the reaction you rave chosen in or e (6) When compounds A, Band C are heated separately under reflux with skaine KMnO,, the same compounds formed in each case. ‘Suggest the stucture of his compound. m | () What wil be formed when & and D are separately reacted with NaHCO,? Ineach case, give the structure of the compound formed, ‘A produces D prod Teta 10) ‘ouctese moe am ev2nv00 Turn ever2 ante {5 Uso of the data in question 3 is relevant to parts ofthis question “ ‘The aromatic aster E has the follonng percentage composition by mass, 6.706/H,5.8;0, 205. \Viten vepourised ina sutable apparatus, 0.244g of & occupes a volume of 60.4cm® at 21°C end a pressure of 101-7kPa. {@) ()-Caleuate the empitical formula of (1) Hence calculate the molecular formula of 4 \wmen the aromatic ester Eis tycrotysed with NaOM(aq) and the resuhing misture acaiied with & mineral acid such as sulle acid, mathanoie acid, HCO,H, is not amang the products (0) (i) Use tis information and your answer to (aX) to suggest two possible structural formulae fr the ester E, Draw the displayed formulae of your compounds inthe ‘ots belon, structure Et structure £2 J" (W) For esch of your compounds E1 and E2, give the structural lormulao of the loxganic products that woud be formed on heating it under reflux wth an excess of NaOH(aq). Et produces 2 produces ‘Suggest what wil be formed if CO, Is ) (OF nothing i formed, write nd reaction bubbled through each ofthe mintures formed in mixture rom E1 produces a Explain your answer. (a1 Tota: 14)2 BLANK PAGE [Bttner tte even rm ecb uta pone th isan ae bmn in pt Carp Ma tC at dc eno ‘at Seta ose, cheats aes eae