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CAMBRIDGE INTERNATIONAL EXAMINATIONS GCE Advanced Subsidiary Level and GCE Advanced Level

MARK SCHEME for the May/June 2013 series

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.

Page 2

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 NH4+ + OH or e.g. NH3 + H2O BH+ or equivalent B + H+ is necessary

Syllabus 9701

Paper 22

(a)

(1) (1)

(1) (1) (1) (1)

[3]

(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 (c) (i) with concentrated sulfuric acid ClCH2CH=CHCl with ammonia H2NCH2CH(OH)CH2NH2 (ii) nucleophilic substitution

(1)

[4]

(1) (1) (1) (1) [4]

[Total: 11]

Cambridge International Examinations 2013

Page 3

Mark Scheme GCE AS/A LEVEL May/June 2013

Syllabus 9701

Paper 22 (1) (1) (1) (1) (1) (1) (1)

(a) (i) n(H2SO4) = (ii) (iii) (iv) (v) (vi) (vii) (viii)

25.0 1.00 = 0.025 mol 1000 16.2 2.00 n(NaOH) = = 0.0324 mol 1000 0.0324 n(H2SO4) reacting with NaOH = = 0.0162 mol 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

(1) (1) [9]

(b)

NaNO3 +5 and NH3 -3 both required

(1)

[1]

[Total: 10]

Cambridge International Examinations 2013

Page 4 3 (a) (i) (ii) (iii) (iv) (v) (vi) (b) (i) element oxide

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 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]

Na Na2O yellow or orange

Mg MgO

Al Al2O3

Si SiO2

P P2O5/P4O10 or P2O3/P4O6 white or yellow

S SO2

flame

white

white

white

blue

formula of oxide colour of flame (ii)

(1) (1)

chloride pH

NaCl 7

MgCl2 6.5 to 6.9

AlCl3 or Al2Cl6

SiCl4

PCl3 or PCl5

SCl2 or S2Cl2

1 to 4
(1) (1)

formula of chloride pH of solution formed (c) (i)


I Cl

[4]

(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 (a)

Mark Scheme GCE AS/A LEVEL May/June 2013

Syllabus 9701

Paper 22

Br2 in an inert organic solvent

CH3CHBrCHBrCH2OH

PCl5

CH3CH=CHCH2Cl

H2 and Ni catalyst

CH3CH2CH2CH2OH

NaBH4

NO REACTION

K2Cr2O7/H+, heat under reflux

CH3CH=CHCO2H

give one mark for each correct answer (b)

(5 1)

[5]

(1) (c)

[1]

correct C4 with C=C in position 2

accept cis form

correctly shown CO2H allow ecf on candidates answer to E in (a)

(1) (1) [2]

Cambridge International Examinations 2013

Page 6 (d) (i) reagent

Mark Scheme GCE AS/A LEVEL May/June 2013 observation red/orange ppt. silver mirror or grey ppt. or black ppt. brick red ppt.

Syllabus 9701

Paper 22

2,4-dinitrophenylhydrazine Tollens' reagent Fehlings reagent correct reagent observation (ii) reduction or nucleophilic addiction

(1) (1) (1) [3]

(e)

C : H : O =

73.7 12.3 14.0 : : 12 1 16


: 0.875 : 1 (1)

= 6.14 : 12.3 = 7.01 : 14.1 gives C7H14O formula must be given

(1)

[2]

[Total: 13]

Cambridge International Examinations 2013

Page 7 5 (a) (b) C4H8O2

Mark Scheme GCE AS/A LEVEL May/June 2013

Syllabus 9701

Paper 22 (1) [1]

HCO2CH2CH2CH3 W CH3CO2CH2CH3 Y
give one mark for each correct answer (c) (i) CHO or aldehyde absent (ii) >CO or carbonyl absent (iii) CO2H or carboxylic acid present (d) (i) CH3CO2H or ethanoic acid (ii) Y above (e) none no chiral carbon atoms present

HCO2CH(CH3)2 X CH3CH2CO2CH3 Z
(4 1) [4]

(1) (1) (1) (1) (1) (1)

[3]

[2] [1]

[Total: 11]

Cambridge International Examinations 2013