Re, Test copE 02212010 FORM TP 2011155 MAY/TUNE 2011 6, CARIBBEAN EXAMINATIONS COUNCIL ADVANCED PROFICIENCY EXAMINATION (CHEMISTRY - UNIT 2 Paper 01 90 minutes 07 JUNE 2011 (p.m) READ THE FOLLOWING INSTRUCTIONS CAREFULLY. This test consists of 45 items. You will have 90 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 is the HIGHEST energy transition in an organic compound? nto ‘Sample Answer @) ntone (©) oto ©0e@® (D) nto nt The best answer to this item is “cs to o*”, so answer space (C) has been shaded. if you want to change your answer, be sure to erase your old answer completely and fill in your new choice When you are told to begin, turn the page and work as quickly and as carefully us you can, If you cannot answer an item, omit it and go on to the next one. You can come back to the omitted item later. Your score will be the total number of correct answers. You may do any rough work in this booklet. Figures are not necessarily drawn to scale. The use of silent, non-programmable calculators is allowed DO_NOT TURN TH. Convriaht © 2010 Carihhen-2- Which statement is true about carbon- §. _In the reaction between the ethene and carbon bonds? bromine, which statements) about the reaction mechanism may be true? (A) Adouble bond is made of a sigma bond and a pi bond, 1. A carbocation forms in the rate (B) There is a higher electron density determining step. ‘between the atoms in a single I. A dative covalent bond forms bond than in a double bond. ‘between the bromide ion and the (C) The distance between the nuclei . carbocation. of the carbon atoms is shorter in IIL, _ Heterolytic fission of the bromine- single bonds than in double bonds. ‘bromine bond occurs. (D) Single bonds are more reactive toward most reagents than double (A) Lonly bonds. ®) Tad ITonly (©) Mand If only (@) Mand ‘When butan-I-ol is dehydrated in a suitable piece of apparatus, the product is 6. Which of the following compounds is (A) butane MOST likely to undergo hydrolysis? (B) — butene (© butlene CHO (@) _but-2-ene (B) — C,H,CH,CI Jt is true that an electrophile maust have (©) C,H,COOH (A) apositive charge Oo a-ca (B) __ariegative charge (©) anon-boriding electron (D) an oxygen or nitrogen atom ‘The correct IUPAC name for the structural formmta ppm H-C-CCH, CHCH, i? HCH, (A) 2,2, d-trimethy! pentane (B) 2, 2, 4-trimethyl octane (C) 2.4, 4-trimethyl pentane (D) 2,4, 4-trimethyl octane-3- Which of the following is a pair of optical isomers? CH; CHs I | (A). CH;—C-OH HO-C-CH, | I CH; CH; H H | Il (B) = GHs-C-OH aa i CH, Cth HHH H HHHH fe lal Pra (C) H-C-C-C-C-OH HO-C-C-C-C-H Neale le Pitt HH HH HHHH CH; H H CH Meee ld (©) H-C-c-oH HO-C-C~CH; I EI CH; H HCH Hydrogen cyanide adds to ethanal but not to ethene because (A) ethanal is more susceptible to electrophilic attack than ethene (B) _ethanal is more susceptible to free radical attack than ethene (C) __ ethanal is more susceptible to nucleophilic attack than ethene (D) the addition product formed with ethene would be unstable10. “6 Item 9 refers to the molecule shown in the following diagram. ZA The above molecule is responsible for the flavour in spearmint bubble gum. Which statements about it are correct? 1. It will decolourize bromine. II Itwill be oxidized by hot aqueous acidified KMnO, . UL It will give a positive test with Tollen’s reagent. (A) Land I only (B) Land Monly (C) Mand Il only () 1, Mand mt Item 10 refers to the following reaction. Ox» oO ‘The product of the following reaction is formed by (A) free radical substituti (B) nucleophilic substitut (C) elimination reaction (D) electrophilic substitution nL. 2. At which of the carbon atoms (indicated by an arrow and labelled (A), (B), (C) and (D)) in the molecule below is nucleophilic attack MOST likely? 4 H ° ~ cZa—_- a cH Br mt (A) @) The complete reaction of pheno{ with aqueous bromine is characterised by (A) brown precipitate, a brown salution and a sweet smell (B) _ brown precipitate, a coloiirless solution and a sweet smell (©) white precipitate, a coloyrless solution and an antiseptic smell (D) white precipitate, a brown solution and an antiseptic smell is NOT true about tion’? Which of the followin; condensation polymer ‘The molecular mass of the polymer is a multiple of the combined masses of its monomers. The polymer can be hydrolysed to form its monomers. The polymer has physical and chemical properties that difter from the monomer units Small molecules are eliminated during the condensation process, (A) (8) © (D)14, 15, -5- ‘Which of the following compounds would release a proton MOST readily? (A) CH,CH,OH ®) CH,CooH (© CH,OH @) CHOH A sample of an organic compound with a mass of 0.816 g was completely burned in oxygen and found to produce 1.55 g of carbon dioxide and 0.955 g of water only. ‘The empirical formula of the compound is. (A) GHO ®) Gio, (©) CH,O, ©) CHO Which of the following pieces of apparatus possesses the HIGHEST degree of uncer tainty in measurement? (A) Burette (B) Beaker (©). Pipette (D) Measuring cylinder ltem 17 refers to the following burette readings: 25.1, 25. 24.9, 24.8 ‘The standard deviation of the readings above is (A) 0.10 (B) 0.13, (C) 045 (dD) 0.18 18. 19. ‘Which of the following graphs ilhistrates the titration of dilute sulphuric acid with potassium hydroxide solution? 14 @ pH Lf 7 : ‘Volt, 50, ® pH e ‘Vol of H, 50, 14; © pH 7 a ‘Vol of 80, © 4 pH B ‘Vol of H, 80, Which of the following statements, about gravimetric analysis is NOT true? (A) Gravimetric analysis ix « purely quantitative method, (B) Gravimetric analysis never inyolves the removal of volatile compo- nents of a solid (C) The analyte can be identified after precipitation and isolation have oceurred. (D) The amount of analyte fost due to solvation is assumed (o be negli- ible,20. uw 22. Treatment of @ 10.00 g sample containing 23. a chloride salt with excess silver nitrate solution produced 8.08 g of silver chloride. (Ag= 108, Cl= 35.5) ‘The expression for the percentage of chloride in the sample is 143.5 x 8.08 35.5% t0.00 * 1? 35.5 x 10.00 @) 143.5 x 8.08 * i 355 » 808 ESE. 100 we) 143.5 x 10.00 * \ (D) 143.5 x 10.00 100 35.5 x 8.08 4 Which of the following will NOT affect the aceaey of the results in a trmetic analysis? (A) Parity of agents (B) Adding excess water othe conical Task (©) Blowing the reagent out of the pipet tip (D) — Overshooting the calibration mark of the volumetric flask The structural features whieh eause 2s absorption in the UV/VIS region of the electromagnetic spectrum are known as (A) ci bonds (B) chromophores (C) isolated x bonds (D) tone pairs of electrons Hexane will not absorb light jin the UVhisible region of the spectrum Because there is a i (A) large difference in energy between the bonding and antibdncling orbitals (B) large difference in energy bewween : the bonding and non-boncling orbitals (C) small difference in energy betwes the bonding and non-bdndin orbitals : (D) small difference in energy between the bonding and antibénding orbitals Which of the following pairs do NOT absorb infrared radiation? LH,Oand'ttt Hl Hyand Cl, TNH and LICL IV. Nand Br, (A) Land ttt only (B) fand (V only (©) hand Ht only (D) Hand IV only In which of the following processes 1s sd spectroscopy MOST likely used? 1 Monitoring atmospheric pollution UL. Breath-aleohot analysis HL Quantitative analysis (Ay tonty (8) thonly (C) Land thonty (DY Land Henly26. 7. In the mass spectrometer, a molecular ion 27. ~—- Which of the following is NOTa aie is formed from a compound by agent in chromatography? (A) _ loss of a proton (A) Cellulose | (B) _ gainofan electron @®) Iodine | (C) © oss of an electron (©) Ninhydrin 1 (D) fragmentation of the compound (D) Ultraviolet light ! 28, Item 28 refers to the following chromatogram which is obtained when a I : 1 : 1 mixture of etHanot, propan-t-ol, butan-1-ol and hexan-1-ol is analysed by gas-liquid chromatography. I mL Retention time (min) ‘Which compound is present in the HIGHEST concentration? (A) Ethanol (B) — Butan-I-o! (C) — Hexan-1-ol (D) — Propan-t-ol 1 Ethanol It Propan -1- ol If Butan -1- of29, 30. -8- Item 29 refers to the following boiling point composition curves for three mixtures. MF Which of the following CANNOT be completely separated by fractional distillation? (A) only ®) — Tonly (C) Land only (D) Mand tit only Which of the following statements about a pattition coefficient may be true? 1. It does not vary with temperature. UL The solute has to be in the same maofecular state in both solvents for it to be a constant. Il The two solutions have to be concentrated for it fo be a constant. (A) Lonly (B) tlonly ()—tandit only (D) 1, Wand tt 3. tit Which of the following are impdrtant factors to consider in determining the location of a factory? L Proximity to raw materials Ml, Proximity to a potential workforee Tl. Potential pollution of air, ea and water Iv. Availability to a means of trajspor- tation (A), Mand ttl only (B) I tland IV only (C) 1 illand tV only (D) 1, HM and tv When extracting aluminium from its bauxite ore, the bauxi (A) cleetralysed (8) heated with carbon (C) dissolved in molten eryolite tw reduce the melting point (D) dissolved in molten eryotite 1 reduce efectrivity costs33. MM. Which of the following is represented by C,-C, hydrocarbons? (A) Kerosene (B) | Diesel oil (C) | Gasoline (D) Refinery gas Item 34 refers to the following fractions of crude oil. 1. Diesel HI. Petrol Ml. Refinery gas IV. Kerosene The correct order in terms of increasing boiling point is A) Litany (B) WLR ILIV © uti (DB) HLL I\A The essential condi are ons for the Haber process (A) 2 Aten pressure, 400°C, iron catalyst (B). 2 Atm pressure, 450°C, no catalyst (C) 80 Atm pressure, 450 °C, iron catalyst (D) 200 Aum pressure, 1000 °C, no 36, In the production of sulphuric acid by the contact process the following exother(nic reaction takes place: i 250,68) + 0,(g) —¥201»420°C, 2atm, 250 /¢¢) 37. Which of the following conditions wduld favour the forward reaction? L Low pressure ' ML Excess oxygen HL Low temperature (A) tonly (B) Land tt only : (C) Mand ttt only (D) Mand tt Mem 37 refers to the manufacturd of chlorine by the electrolysis of brine the diaphragm eet. The anode is made up of (A) steel (B) graphite (C) platinum with a coating of asbestos, (D) titanium with am inert coating ot ruthenium (IV) oxide For which TWO of the following industral products is chlorine MOST widely used in their manufacture? L Saly 1, Sodium chloride UL. Polyvinytehtoride IV, Chforafluorocarlvous (A) Land tl only (B) band only (CG) Mand only (D) Mand 1V only39. 40, 4 42 1 YOU FINISH BEFORE 10" Which of the following industries use 43. sulphuric acid? L Fertilizer 1. Paint Ith Fibre IV. Detergent (A) I, tand fitonly (B) J, 1 and IV only (C) _U, fand IV only (D) 1,1, ti and tv Which of the following is a disadvantage of using chlorine for water purification? (A) Chlorine promotes eutrophication. (B) Chlorine contributes to the depletion of the ozone layer. mn (©) Toxic chlorinated hydrocarbons may be formed. (D) Toxic chlorine gas may threaten nearby homes. Which of the following ions are significant contributors to eutrophication? L poy INO, mL so, 45, iv. cl (A) Land thonly (B) Cand ft only (C) 1. thand tI only (D) A tttand tv ch of the following compounds is NOT mary pollutant? (A) Carbon monoxide (1) Nitrogen dioxide (C) Nitrogen monoxide (D) Sulphur dioxide IS CALI D, CHECK YOUR WORK ON TH ‘When chlorofluorocarbons are impactec! by ultraviolet radiation, chlorine radicls. are formed in preference to fluorine raflicals. This occurs in the upper atmosphe because (A) the chlorine radical is more ys than the fluorine cadi (B) _theftuorine radicals more active than the chlorine radical (C) the bond enthalpy of the ¢- 1 bond (340 kJ mot) is ‘ than that of the C ~ F bond (484 ky mot!) (D) the bond enthalpy of the ¢ -cl bond corresponds to the fneny of the ultraviolet radiation! Which of the following may be a result of light-induced reaction of pollutants in the air? {Global warming UL. Photochemical smog IL, Greenhouse effect (A) Lonly (B) only (©) Hand UH only (D) A ttand ttt Which of the following plastics are biodegradable? (A) Polythen (8) Low density polyethene (C) Poly hydraxybutanusie avid (0) Polyvinytehtoride lerephth: vst,