8 ea aan za [rest cope 02212010 : MAYAUNE2016 CARIBBEAN EXAMINATIONS COUNCIL CARIBBEAN ADVANCED PROFICIENCY EXAMINATION® CHEMISTRY UNIT 2 -Paper 01 T hour 30 minutes 07 JUNE 2016 (p.m) READ THE FOLLOWING INSTRUCTIONS CAREFULLY. test consists. of 45 items, Youwill have 1 Hour and 30'minutes to answer them. In addition to this test booklet, you should have an answer sheet and a data booklet. Each item in this test has four suggested answers lettered (A), (B), (C), (D). Read each item you are about to answer and decide which choice is best. On your answer sheet, find the number which corresponds to your item and shade the space having the same letter-as the answer you have chosen, Look at the sample item below. Sample Item Which of the following energy transitions is the HIGHEST in-an organic. compound? Saniple Answer (A) ntoae (B) otooe ®e06® (©) ntone (D) xton The correct answer fo this item is “e to.o*", so (B) has been shaded. If you want to change your answer, erase it Completely and filrin your new choice, ‘When you are told to begin, tum the page and work as quickly and as carefully as you can, If you cannot answer ah item, go.on fo the next one, You may return to that item later. You may do any rough work in this booklet. Figures are not necessarily drawn to:scale. You may use a silent, non-programiniable caleulator'to answeritems. DO NOT TURN THIS PAGE UNTIL YOU ARE TOLD TO DO so. ibbean Examinations Council ts reserved, Copyright © 2014 allCombustion analysis of 0.18 g of an organic compound produces 0.396 g of carbon dioxide and 0.216 g of water. The empirical formula of the compound, given that it contains carbon, hydrogen and oxygen only, is “ oH (8) CHO ©) CHO, ©) CHO, Which of the following compounds:show Which of the following statements about polyunsaturated oils (trigylcerides) is FALSE? (A) They undergo saponificaton. (B) — They-are hydrolyzed to produce diglycerides. (C)Theirshelflivesare prolonged with hydrogenation. (D) They are hydrogenated to produce ‘margarine. Analcohol is treated with acidified K,Cr,0, ‘and the resulting mixture gives a positive tri-iodoform test. Which of the following. structures BEST represents the alcohol 1. CH,CH(OHY COOH used? 1, HOCH=CHOH I. CH,CH(C1) CH, optical activity? @ cH on Vv. -HC@AICI (A) Land only (B) Land 1Vonly (©) Wand itt only | @®) cH,—c—ca, | on (D) Mand iVonly HE Pentane has the molecular formula C,H. tl How many possible isomers.does this od eens compound have? ie wil cy, @) 2 1 © 3 —e- © 4 MY BE ou Which of the: following:compounds is hydrolyzed by water? @) CHOH (8) CH,COOH © GHeCHe O. ~—E>-cHe1 GO.ON TO THE NEXT PAGEHem 7 refers tothe following reaction forthe conversion of Compound R to Compound Y. NO, Q Batts nO), NO, ‘Compound R. Compound Y ‘Which of the following reagents can be used to convert Compound Rt to’Compound ¥? (A) NaOH (8) LiAIH, (©) NH,OH (D) — Sn/corie. HCI Which of the follon chloride? 1B equations is correct for the reaction of 4-methyl phenol’ with ethanoyl oH, cH, coca, © Cian —s @ - on ou cu, cu, ® +CH,cod. ——> +H on ooccH, coca, © +¢H,coa ——> +cH, c on on cH, cH, or +cH,coa ——> +CH, Coon10, “4e item 9 refers to the compounds, P,Q, and S, with the following structures. CH,CH,),CH,OH CH,(CH,),CH,COOH CH(CH),CHCICOOH C\H,OH SAO 2 1, The:correct sequence of the compounds, in order of DECREASING acid strength, is (A) BSQR B®) QRSP C) RQSP @) SRQP Which of the following compounds'does ‘NOT give a white precipitate when shaken ‘with cold ethanolie silver nitrate? cn, @ = ® cH,C) © cH,ci Item 11 refers to the three amines, X, Y and Z,with the following formulae. Xy CH,CICHCI NH, Y: CH, CH, NH, Z: C4H,CH, NH, Which of the following sets of pH values is LIKELY to be for the amines, X, Y and Z respectively? x ¥ Z (A) 77° 98 8S (@) 98 89 77 © 95 130 90 (@) 13.0 10.0 9.0. ‘GOON TOTHE NEXT PAGE12. 13. M4. <3 The halogenoalkane (CH,),CX (X = halogen) when treated with aqueous sodium hydroxide undergoes a substitution reaction. Which ofthe following reaction sequchees shows theme chantens for this reaction? ch, cH, cu, 5- cn, I & WM — wo Sclk —» | ito. “Cm X | >» wo-CocH, 4 x (8) © @) cH, cH, cH, Phenol and benzoic acid can be distinguished by theit reaction with (A) Na(s) (B) NaCl(aq) (C) NaOH (aq) (D) _Na,CO, (aa) Which of the following statements is NOT true of addition polymerization? (A) Only one'type of polymer is formied, (B) The molecular-mass of the polymer is a multiple of the monomer unit. (©) The polymeristeadily hydrolyzed to the monomer, {D) The physical aiid chemical properties of the polymer-aré different from those of the ‘monomer, GOON TO THENEXT PAGE.15, 16. 17. Mem 15 refers to the following repeat unit Item 18 refers to the following apparatus of some polymers. used in organic preparations. ° I =e Which of the following polymers have the repeat unit shown above? 1. Amino acid H.Nylon MIL Polyamide 18. For which ofthe following processes is the apparatus NOT suitable? (A) Land tl only (B) Land If only (A) Conversion of phenylamine to (C) Mand tif only benzenediazonium chloride () Mand Ur (B) Conversion of butan-I-ol to —bromobutane (©) Oxidation of propan-2-ol to Which of the following statements is ropanone NOT true about the-detection limit of an (D) Oxidation of methanol tomethanoie instrument? acid (A) __Itis related to the sensitivi jation. 19. Which of the'following inaccuracies may @) ‘equal tothe standard d (© _Itisusually expressed in parts per be eliminated by calibrating a measuring tion. instrument? ©) the lowest concentration of an analyte that can be detected, (A) Lack ofprecision (8) Random errors ‘The concentration of an ammonia solution (©) Systematic etrors is determined by titrating 25.0 cm? against (D) Random and systematic errors 0.2 mol dev” sulfuric acid to give an end point of 27.5 em, The concentration of ammonia {insmol dm*) is given by 02x 278 o => 02 x 275 OTe 202x275 cy) BOAR 22S © 5 202 x25 (Dp) 2X02 x25 ° 275 : GO ON'TO THE NEXT PAGE 02212010/CAPE 201621. 22, at Inan electronic transition inthe UV/visible region of the spectrum, a wavelength of 450 nm is absorbed, Planck constant (h) = 6.63 x 10 Js Velocity of light (c) = 3.00 x 10* ms? The energy of the corresponding photon (in Joules) is w Sera He ae wo Our o Soaueepe ‘Which of the following sets of regions in the electromagnetic spectrum is in the correct order of INCREASING wavelength? (A) UV VIS X-ray IR (B) Xaay UV VISIR (© VIS UV IR X-ray () IR VIS UV X-ray Which of the following types of electronic transitions would NOT produce absorption in the UV/VIS region of the spectrum? (A) s—p* (B) ppt (© npe ) ast 23. 25. 26. An unknown organic compound with molecular mass of 44 g is analyzed using infrared radiation. The bonds are found at 1700 crn" and 2800 cm", The compound is MOST likely (A) ethanal (B) ethanol (C) —ethanoie aci (D) carbon dioxide Which of the following analytical techniques is considered MOST specific for identification purposes? (A) Mass spectroscopy (8) UV/VIS spectroscopy (C) Gas chromatography (D) — Thin-layer chromatography Which ofthe following pairs of compounds do NOT absorb infrared radiation? 1 Hyand Cl, 1. NH and He! M.—Nyand Br, (A) Tand Honly (B) Land If only (©) Wand ttt only (D) A Mand ut Infrared spectroscopy is widely used to imonitor atmospheric pollutants, Which of the following atmospheric pollutants is NOT usually monitored by infrared spectroscopy? A) ®) co, © No, @) 80,[tem 27 refersto the following mass spectrum that was obtained from Compound R which contains the elements carbon, hydrogen and nitrogen. sMo Intensity SW 100 = ” AMI 1% a 4 a 4 He ge alll be aitege ft ofall? Te eee mane 27. Howmany carbon atoms has Compound R? wd @) 3 © 6 @ 7 [tem 28 refers to'the following diagram showing a chromatogram obtained from separating the components of a dye by paper chromatography. e+-« ee A e+ [Oat potaetie Inthe-chromatographic experiment, the mobile phase used Was tetrachloromethane: Which of the following statements.are true? 1. Component.A is most soluble:in the mobile phase. II. Component A is most soluble in the stationary phase. Il, Component B is more polar than Component C, IV. Component € is the most polar of the components, (A) Land Lonly - — (B)_ Land1V only (©) Mandi only (D) Mand 1V only . GO ON TOTHE NEXT PAGE 9712010 OOK29. 30, Which of the following diagrams shows the boiling point-composition curve for a minimum boiling point azeotrope for a mixture of A and B? wo s i e ay oO SN Ro i PureA ‘PureB PureA PureB ©. @) nak Fare rex a Which of the following features are 311, The extraction of aluminium is an advantages of steam distillation? 1 u, Mn (A) () © @) It occurs under reduced pressure, ‘The components do not decompose. Teprovides savings in fuel cost. Land Ionly Land Ut only Mand IL only T)Mand tu electrolytic: process where the electrolyte used is purified ore dissolved in cryolite, ‘Na, AIF, Which of the following descriptions is true for the use of eryolite? (A) Provi an additional source of aluminium. (B) _Reducingthe melting point of the mixture (©) Increasing the electrical conductivity of the melt (D) —Providing'an addititional source of sluininium and reducing the melting point of the mixture GO OW TOTP NEWT PACE32, 33. 34. 35. -10- Which of the following substances are the MAIN impurities in bauxite? 1. Iron(tl) oxide Ml. Caleium oxide Ul. Silicon(1V) oxide (A) Vand ILonly (B) Land Itt only (c) Mand Il only (D) 1, Wand IT Chlorofluorocarbons undergo homolytic fission by being exposed to ultraviolet light in the stratosphere. Which radical could result from CHFCF,CI? (A) CHFCR, (8) “CH.CF.CI (© ‘CHFCF.CL (D) CH,F*CFCI The essential conditions for the Haber process are (A) 2atm pressure, 400°C, iron catalyst (B) —2.atm pressure,450*C, no catalyst (C) 200 atm pressure, 450°°C, iron catalyst (D) 200 atm pressure, 1000 °C, no catalyst Which of the following environmental problems could be caused by the incomplete combustion of ethanol in.a car engine? {A) Global warming (8) Ozone depletion (C) ‘Greenhouse effect (D) Photochemical smog 36. 37. 38. 39. Which of the following products is NOT produced for.commereial purposes by the electrolysis of concentrated brine? (A) Oxygen (B) Chlorine (C) Hydrogen (D) Sodium chlorate(v) Compounds of sulfur such as sulfites are used as food additives because they (A) improve the flavour of food (8) helpto-enhance the colour of food (C) _inhibitthe oxidation of unsaturated fats (D) help to preserve the food by dehydration Chlorine is the active component for swimming pool disinfectants, although it isa poisonous gas. Which of the following salts isused asa safe chlorine source? @ Helo 8) cacl, (©) -NaClo @) Macio, ‘Which of the following chemicals are added tothe final product water in the desalination post-treatment stage? 1 Lime (Ca(OH), I. tron(lll}:chloride Ul, Sodium hypochlorite (NaOCl) (A) Tanditl only (B) Land Ill only (C) Mand Ittonly (D) Mand ti GO ONTO THE NEXT PAGEItem 40 refers to the following schematic diagram. Nitrogen Vaheand fixation igitatay [Denttrifying x bacteria Niteitying bacteria | ¥ S—(_Decay | Organle |, Plants > Ny Bacteria, Bacteria J 40. W would MOST likely be (A) nitrates (B) nitrites (©) nitrie(V) acia (B) ammonium salts 41, 42, 43. In Which layer of the atmosphere does ozone act as a pollutant? (A) (B) ©) (D) ‘Troposphere Mesosphere ‘Stratosphere Thermosphere Which of the following resources are normally associated with the formation of photochemical smog? L a Sunlight Il. Volatile organic resources (A) Vand Ionly: (B) and. only (©) Mand thonly (D) Land Which of the following compounds is NOT - 4 primary pollutant? (A) © Nitrogen dioxide (B) Carbon monoxide (©) Nitrogen monoxide (D) Sulfurdioxide Nitrogen oxidesIt , a -A4 refers o the following graph which shows the concentration (ppmv) of various atmospheric Pollutants at various times throughout a morning, & = z 5 i £ i & 44, Itcanbe concluded from the graph that 1. aldehydes and ozone are secondary pollutants Il, hydrocarbons are secondary pollutants IML, nitrogen monoxide is a primary pollutant (A) Tonly (8) Monly (©) Kand IiLonly (D) _— Ihand ULonly 45, Which of the following substances is a MAJOR component of biomass? (A) Oi (B) Ethanol (C) Cellulose (D) Natural gas END OF TEST IF YOU FINISH BEFORE TIME IS CALLED, CHECK YOUR WORK ON THIS TEST.