w w ap eP m e tr .X w CAMBRIDGE INTERNATIONAL EXAMINATIONS 9701 CHEMISTRY 9701/22 Paper 2 (AS Structured Questions), maximum raw mark 60 This mark scheme is published as an aid to teachers and candidates, to indicate the requirements of the examination. It shows the basis on which Examiners were instructed to award marks. It does not indicate the details of the discussions that took place at an Examiners’ meeting before marking began, which would have considered the acceptability of alternative answers. Mark schemes should be read in conjunction with the question paper and the Principal Examiner Report for Teachers. Cambridge will not enter into discussions about these mark schemes. Cambridge is publishing the mark schemes for the May/June 2013 series for most IGCSE, GCE Advanced Level and Advanced Subsidiary Level components and some Ordinary Level components. om .c MARK SCHEME for the May/June 2013 series s er GCE Advanced Subsidiary Level and GCE Advanced Level Page 2 1 (a) Mark Scheme GCE AS/A LEVEL – May/June 2013 a base is a proton acceptor or a lone pair donor a weak base is not fully ionised e.g. NH3 + H2O NH4+ + OH– or B + H+ BH+ or equivalent ⇌ is necessary (b) (i) stated pressure stated temperature named catalyst greater than 1 atm up to 5 atm 400 to 500 oC V2O5/vanadium(V) oxide (ii) SO3 is dissolved in concentrated H2SO4 and then diluted with water not 'SO3 dissolved in water' as the only statement Syllabus 9701 Paper 22 (1) (1) (1) (1) (1) (1) (1) (c) (i) with concentrated sulfuric acid ClCH2CH=CHCl (1) with ammonia H2NCH2CH(OH)CH2NH2 (1) (ii) nucleophilic substitution [3] (1) (1) [4] [4] [Total: 11] © Cambridge International Examinations 2013 Page 3 2 Mark Scheme GCE AS/A LEVEL – May/June 2013 25.0 × 1.00 = 0.025 mol 1000 16.2 × 2.00 n(NaOH) = = 0.0324 mol 1000 0.0324 = 0.0162 mol n(H2SO4) reacting with NaOH = 2 n(H2SO4) reacting with NH3 = 0.025 - 0.0162 = 0.0088 mol n(NH3) reacting with H2SO4 = 2 x 0.0088 = 0.0176 mol n(NaNO3) reacting = n(NH3) produced = 0.0176 mol mass of NaNO3 that reacted = 0.0176 x 85 = 1.496 g 1.496 × 100 = 91.2195122 = 91.2 % of NaNO3 = 1.64 give one mark for the correct expression give one mark for answer given as 91.2 – i.e to 3 sig. fig. allow ecf where appropriate (a) (i) n(H2SO4) = (ii) (iii) (iv) (v) (vi) (vii) (viii) Syllabus 9701 Paper 22 (1) (1) (1) (1) (1) (1) (1) (1) (1) [9] (b) NaNO3 +5 and NH3 -3 both required (1) [1] [Total: 10] © Cambridge International Examinations 2013 Page 4 3 (a) Mark Scheme GCE AS/A LEVEL – May/June 2013 Syllabus 9701 Paper 22 penalise (-1) the use of names of elements or formulae of compounds (i) (ii) (iii) (iv) (v) (vi) Ca O or N or C C or N or S or F or Cl or Br Si or Ge or B Al or Si or P or S or H Al (1) (1) (1) (1) (1) (1) [6] (b) (i) element Na Mg Al Si P S oxide Na2O MgO Al2O3 SiO2 P2O5/P4O10 or P2O3/P4O6 SO2 flame yellow or orange white white white white or yellow blue formula of oxide colour of flame (1) (1) (ii) chloride NaCl MgCl2 7 6.5 to 6.9 pH AlCl3 or Al2Cl6 SiCl4 PCl3 or PCl5 SCl2 or S2Cl2 1 to 4 formula of chloride pH of solution formed (1) (1) [4] (c) (i) I Cl (1) (ii) intermolecular forces/van der Waals’ forces are stronger or greater in ICl ICl has most electrons or has the largest permanent dipole (iii) ICl greatest difference in electronegativity is between I and Cl (1) (1) (1) (1) [5] [Total: 15] © Cambridge International Examinations 2013 Page 5 4 Mark Scheme GCE AS/A LEVEL – May/June 2013 Syllabus 9701 Paper 22 (a) A Br2 in an inert organic solvent B PCl5 C H2 and Ni catalyst D NaBH4 E K2Cr2O7/H+, heat under reflux CH3CHBrCHBrCH2OH CH3CH=CHCH2Cl CH3CH2CH2CH2OH NO REACTION CH3CH=CHCO2H give one mark for each correct answer (5 × 1) [5] (1) [1] (b) (c) correct C4 with C=C in position 2 accept cis form correctly shown –CO2H allow ecf on candidate’s answer to E in (a) © Cambridge International Examinations 2013 (1) (1) [2] Page 6 Mark Scheme GCE AS/A LEVEL – May/June 2013 (d) (i) reagent Paper 22 observation 2,4-dinitrophenylhydrazine Tollens' reagent red/orange ppt. silver mirror or grey ppt. or black ppt. brick red ppt. Fehling’s reagent correct reagent observation (1) (1) (ii) reduction or nucleophilic addiction (e) Syllabus 9701 C : H : O = (1) [3] 73.7 12.3 14.0 : : 12 1 16 = 6.14 : 12.3 = 7.01 : 14.1 : 0.875 : 1 gives C7H14O formula must be given (1) (1) [2] [Total: 13] © Cambridge International Examinations 2013 Page 7 5 (a) Mark Scheme GCE AS/A LEVEL – May/June 2013 Syllabus 9701 C4H8O2 Paper 22 (1) [1] (4 × 1) [4] (c) (i) CHO or aldehyde absent (ii) >CO or carbonyl absent (iii) CO2H or carboxylic acid present (1) (1) (1) [3] (d) (i) CH3CO2H or ethanoic acid (ii) Y above (1) (1) [2] (e) (1) [1] (b) HCO2CH2CH2CH3 HCO2CH(CH3)2 W X CH3CO2CH2CH3 CH3CH2CO2CH3 Y Z give one mark for each correct answer none – no chiral carbon atoms present [Total: 11] © Cambridge International Examinations 2013