{AAR st cope 02212010 MAY/IUNE 2014 CARIBBEAN EXAMINATIONS COUNCIL CARIBBEAN ADVANCED PROFICIENCY EXAMINATION® CHEMISTRY- UNIT 2 Paper 01 1 hour 30 minutes 10 JUNE 2014 (p.m.) READ THE FOLLOWING INSTRUCTIONS CAREFULLY. |. This test consists of 45 items. You will have 1 hour and 30 minutes to answer them. 2. In addition to this test booklet, you should have an answer sheet and a data booklet. 5. Each item in this test has four suggested answers lettered (A), (B), (©), (D). Read each item you are about to answer and decide which choice is best. 4, 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 is the HIGHEST energy transition in an organic compound? (A) ntoae Sample Answer (B) ctoot or S800 ‘The correct answer to this item is “c to 6*”, so answer space (B) has been shaded. 'fyou want to change your answer, erase it cofjpletely and fill in your new choice. When you are told to begin, tum the page and work as quickly and as carefully as you can. If see pot answer an item, go on to the next one. You may retum to this item later. Your score will be the total number of correct answers. 7. You may do any rough work in this booklet. 2 > 8. Figures are not necessarily drawn to scale. + 9. . You may use a silent, non-pro-rimm shle catcuiatorto answer items. DO_NOT TURN THIS PAGE UNL YOU ‘ARE TOLD TO DO 50, ¥ Copyright © 2012 Caribbean Examinations Coun 02212010/C APE 2014‘organic compound produces 0.396 g of carbon dioxide and 0.216 g of water. The ee Combustion analysis of 0.18 g of an 4. Theidealdetectoruscd in geschromatograpity (GC) has specific characteristics. Which of the following characteristics are for a GC ‘empirical formula of the compound, given detector? that it contains carbon, hydrogen and oxygen only, is 1. Adequate sensitivity TI. Good stability (A) CHO TIL. Short response time ®) CHO IV. Easytouse © CHO, (A) Land It only ©) CHO, (B) [andi only (© Mand IV only () 1.1, Mand Vv Which of the following compounds show optical activity? 5. Which of the following statements about 1. CH,CHCOH) COOH polyunsaturated oils (trigylcerides) is ul. HOCH=CHOH Leet MM CH,CH (CI) CH, (A) They undergo saponificaton. WV. HC@HICcl (B) They are hydrolysed to produce diglycerides. (A) Land I only (©) Theirshelflivesare prolonged with (B) Land IVonly hydrogenation. (©) and M only (D) They are hydrogenated to produce (D) Hand IV only margarine. Volatility of organic compounds depends ‘on the strength of the intermolecular forces present. Which compound below is the MOST volatile? (A) CH,CH,CH,OH ®) CH,CH,CH,CH, (©) CH,CH(CH,)CH, (©) CH,CH,CH,COOH3 Which of the following alcohols will NOT be oxidized by acidified potassium dichromate(VI)? CH, OH @) CH,OH | ®) ca,—c—H | OH —cH,— C — on | « In the reaction between ethene and bromine, which statements about the reaction mechanism may be true? L A carbocation forms in the rate determining step. i A dative covalent bond forms between the bromide ion and ethene. Il. Heterotytic fission of the bromine- bromine bond occurs. (A) lonly (B) Land Itonly (©) Hand Ill only (D) Wand Ii Item 8 refers to following diagram of Compound J. HC=CH, ‘Compound 3 Which of the following statements are correct concerning Compound J? 1 It will decolourize aqueous bromine. I It will decolourize cold, acidified potassium permanganate. Il, twill produce a silver mirror with Tollen’s reagent. (A) Land Ht only B} Jand Mi only: (©) Mand Il only (D) 1, Wand tt item 9 refers to the compounds, P, Q, Rand ‘whose structures are given below. P: -CH(CH,),CH,OH CHJCH,),CH,COOH : CH(CH,),CHCICOOH S: C,H,OH The correct sequence of the compounds above, in order of DECREASING acid strength, is (A) BS.Q,R (B) QR SP () RQSP (D) SR,Q,P-4 eS ‘NOT give a white precipitate when shaken aqueous bromine is characterized by & ‘with cold ethanolic silver nitrate? (A) white precipitate, 2 colourtess « CH solution and an antiseptic smefi ic (8) brown precipitate, 2 colourless solution and a sweet smell (C) white precipitate, 2 brown solution a and an antiseptic smelt (D) brown precip#tate, 2 brown solution @B cH,Ci and a sweet smell @ 12. Which of the following organic compounds a would release a proton MOST readily? oO cua, (A) CH,CH,OH & (8B) CH,COOH (© C,HOHK @) cH,a (D) CH,OH i item 13 refers to each of the three sets of structures shown below which are to be labelled as showing the conjugative effector the positive inductive effector the negative inductive effect 13. Which of the following options has the nbels in the correct order to match the structures? (A) Positive inductive Conjugative Negative inductive effect effect . effect (8) Conjugative Negative inductive Positive inductive effect effect effect (©) Negative inductive. Conjugative Positive inductive effect effect effect (D) Negative inductive Positive inductive Conjugative effect effect effectit 6, 5. Which of the following statements is NOT true af addition polymerization? Only one type of polymer is formed. (B)—Themolecular mass of the polymer is a multiple of the monomer anit, (©) The polymers readily hydrolyzed to the monomer. (D} The physical and chemical properties of the polymer are different from those of the ‘monomer, fA) The product formed by the polymerizati¢n of propene. C,H, may be used as “ @) «cy 4D} plastic material Which of the following inaccuracies may be eliminated by calibrating a measuring ‘instrument? (A) Lack of precision (8) Random errors (C) Systematic errors «D) Random and systematic errors The concentration of an ammonia solution is determined by titrating 25.0 em* against @.2 mol dm’ sulfuric acid to give an end point of 27.5 em’, The concentration of ammonia (in mol dm) is given by 0.2 x 27.3 (A) as 0.2275 B) ha 2625 202x275 Ce SS 25 240.2% 25 py) 2202 x25 eC 275 19. 20. In gravimetric analysis of « substance by precipitation, which of the folloining outcomes would be FALSE for the precipitate formed? (A) It would be easily filtered and washed free of contaminants. (B) Its composition would not have to be known. {C) It would be unreactive with the atmosphere. (D) It would be essentially insoluble to prevent loss during washing. ‘A 300-mg solid sample containing chloride is dissolved in water. The chloride is then precipitated as AgC! by the addition of silver nitrate to the solution of the sample. The precipitate is collected, washed. dried and weighed, and found to have a mass of 525 mg (RAM of Cl = 35.5, Ag = 108) ‘The mass of chloride present in te sample is (A) 742mg (B) 118.0 mg (C) 129.9 mg (D) 208.0 mg In an electronic transition in the UV: visible region of the spectrum. 2 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 653 «10 x10 (A) io 430% 10" 4.50 «107 By 8) Fan 3010 (cy 88x10 x 3x10 450% 19 6.63 x 10 x 3x10" 2. —os 450 x1024. -6- ‘The structural features which cause absorption in the UV/VIS region of the electromagnetic spectrum are known as (A) bonds (B) chromophores (C) _ isolated x bonds (D) lone pairs of electrons Which of the following alkenes has the wavelength of maximum absorption, 2,._,? ‘CO "OC "O "CO ‘An unknown organic compound with molecular mass of 44 g is analysed using infrared. The bonds are found at 1700 cm"' and 2800 em. ‘The compound is MOST likely (A) ethanal (8) ethanol (C)_ethanoic acid (©) carbon dioxide Which of the following analytical techniques is considered MOST specific for identification purposes? . (A) Mass spectroscopy (B) _ UVIVIS spectroscopy (©) — Gas chromatography (D) — Thin-layer chromatography25. Which of the following pairs of compounds em 27 refers to the following information. do NOT absorb infrared radiation? A student carries out an experiment using 1 HO and HI thin-layer chromatography separation on i Hac silica gel and obtains the following results: ML _NH, and HBr ‘Compound Distance Travelled IV. CH, and Br, (em) ‘Compound A 15 (A) Land I only Compound B 91 (B) Land IV only . Solvent 12. (C) Mand ttl only () Mand IV only 27. The R, value of Compound A is ; : (A) 0.07 26. Which of the following media is NOT = ®) 0.12 visualising agent in chromatography? © 0.16 ; ©) 0.73 (A) Iodine (B) Cellulose © i (D) Ultraviolet light {tem 28 refers to the following boiling point-composition curves for three mixtures, 1 land Il | | | 1 paees ore 28. Which ofthe following mixtures CANNOT be completely separated by fractional distillation’? (A) Tonly (8) Honly (C) Land tt only (D) Mand Hil onlyWhich of the following statements about the partition coefficient may be trie? 1. Itdoes not vary with temperature M1. The solute has to be in the same ‘molecular state in both solvents for it to be a constant, Il The two solutions have to be concentrated for it to be a constant. (A) Tonly ®) — tonly (C)— tand only (D) 1 Mand ut tem 30 refers to the following apparatus used in organic preparations. t Heat For which of the following processes is the apparatus NOT suitable? (A) Conversion of phenylamine to benzenediazonium chloride (8) Conversion of butan — 1 — of to 1 — bromobutane (©) Oxidation of propan — 2 ~ of to Propanone (P) Oxidation of methanol to methanoic acid 31 32, 33, Along with silicon dioxide, which of the following compounds constitutes the main impurities of bauxite? (A) -Iron(it) oxide (B) _Tron(til) oxide (©) Carbon dioxide (D) Carbon monoxide Item 32 refers to the following fractions of crude oil. 1 Diese 1 Petrol Ml. Refinery gas IV. Kerosene The correct order in terms of increasing boiling point is @) i tiv ®) M,RIIV (© MLILiv @) NH, IV,1 | conditions for the Haber 2. Atm pressure, 400°C, iron catalyst (8) 2.Atm pressure, 450 °C, no catalyst (©) 200 Atm pressure, 450 *C, iron catalyst 200 Aum pressure, 1000 °C, no catalyst Item_34 refers to the manufacture of chlorine by the electrolysis of brine using the diaphragm cell, The anode is made up of (A) steel (B) graphite (©) platinum with a coating ofasbestos (©) titanium with an inert coating of ruthenium(IV) oxide35. For which TWO of the following industrial Products is chlorine MOST widely used during their manufacture? L Solvents 1. Sodium chloride UI. Polyvinylchloride Iv. ‘Chiorofluorocarbons @ land : B® Land tt © and I (D) Mand Iv 36. In the production of sulfuric acid by the ‘Contact process, the following exothermic reaction takes place: PSO8) + O,(@) 0s 420°C, 2mm | 256) Which of the following conditions would favour the forward reaction? a) @®) © «D) Low pressure Excess oxygen Low temperature only Tand Hl only U and If only 1 Wand 37. Compounds of sulfur such as sulfites are used as food additives because they (A) help to preserve the food by dehydration (8) inhibit the oxidation of unsaturated fats (c) help to enhance the colour ‘of food (D) improve the flavour of food In which of the following industries is sulfuric acid used in the development of their products? 1 Fentilizer U. Paint ML. Fibre TV. Detergent (A) I, Mand it only ®) —Llland IV only (©) Hi, Mand IV only ©) 11, Mand iv Which of the following ions are significant contributors to eutrophication? L poz I. NO, Mm. so> VV. cr (A) Land If only (B) Landi only (© Uland IV only () 1, Mand iv4 42, IF YOU FINISH BEFORE TIME IS CALLED, -10- tems 40-41 refer to the follawing information. Aerosol propeltants such as Freon-i!. CCLF, are of major eoncem because of their photochemical reaction with ozone, ©, Ultraviolet radiation in the stratosphere Produces chlorine radicals, which then react with ozone, producing oxygen. A balanced equation for the production of oxygen from ozone is (A) 0,8) + Clg) > O(@) + ClO.(2) (B) Ofg)+ Cg) + Clog) + Og) (C) Og) + Cre) > Og) + C10, (g) (P) 0,8) + CH¥g) + 0,8) + C1O(g) A balanced equation for the photochemical decomposition of Freon-11 is (A) CCL F(g) be, 20h g) + CCHF (B) CCL Fy bey. CCl (g) + Fe(g) (CCL F ey Be, clog) + CC Fe) @) CCL), scH(@) + CF@) Chlorofluorocarbons undergo homolytic Bssion by being exposed to ultraviolet light in the stratosphere. Which radical could result from CHFCF,cP? (A) (B) «© (D) END OF TEST 43. 44, 45, CHECK YOUR Wary aw eres Which of the following compounds is NOT @ primary pollutant? (A) Nitrogen dioxide (B) Carbon monoxide (C) Nitrogen monoxide ) Sulfur dioxide Which of the following resources are normally associated with the formation of photochemical smog? L ogen oxides 1. Suntighe I Volatile organic resources (A) Land tt only (B) —fand tt only (©) Wand Itt only (©) Land Vhich of the following. plastics is biodegradable? (A) Low density polyethene (B) Polythene terephthalate (©) Poly (3 - hydroxybutanoic acid) (D) _ Polyvinytchloride