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8/16/2019 EdExcel a Level Chemistry Unit 9 Mark Scheme Jan 2000
1/3
Winter 2000 CH4 Mark Scheme
1
1. (a) C 69.8 / 12 = 5.8 / 1.16 5
H 11.6 / 1 = 11.6 1 / 1.16 10
O 18.6 / 16 = 1.16 / 1.16 1
EF is C5H10O(1) 2
(b) (i) amount NaOH = 0.0374dm3 × 0.211moldm–3 (1)
= 7.89 × 10–3 mol
amount of W = 7.89 × 10–3 mol(1)
Mr = 1.36 g = 172 (gmol–1)(1)
7.89×10–3 molNote: can get 3 marks for correct calculation which
‘assumes’ second mark. 3
(ii) Emp formula mass = 86 thus MF is Cl0H20O2(1)
(some reasoning needed for this mark) 1
(iii) C9H19COOC2H5 + NaOH ➤ C9H19COONa + C2H5OH (2)
correct ester formula (1) balanced equation (1) or ionic equation
Note: max (1) if added up formulae used or wrong ester formula
or RCOOC2H5 2
[8]
2. (a) Correct arrows involving C=C and H–Br(1) Correct intermediate with positive charge(1)
Correct arrow from Br– towards carbon atom (1)
C CCH CH CH CHBrCHH H
H HH H
H
C C3 3 3 3
:Br–
H Br 3
Note: if product is 1-bromo product max 2 for full correct mechanism.
(b) (i) Reagent : magnesium(1)
dry ethoxyethane / ether(1)
iodine catalyst / warm under reflux (or at room temperature)(1) 3
(ii) Reagent : aqueous or dilute sodium hydroxide(1)
Conditions: boil / heat under reflux(1) 2
(c) Reagent : carbon dioxide (solid)(1)
Reagent second stage: water or dilute named acid (1)
Note: a route using methanal followed by oxidation can score (2) marks 2
(d)
CCH
CH
CHCH
H
O
C C HO3
3
33 (2)
2
Note: if one branched and one straight chain on correct ester linkage (1) [12]
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8/16/2019 EdExcel a Level Chemistry Unit 9 Mark Scheme Jan 2000
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Winter 2000 CH4 Mark Scheme
2
3. (a) NN C
HH O
C
O
n
Correct structure if linkage (1)
Some evidence of continuation of molecule (1) 2
(b) Peak at A : C=O (1)
Peak at B : C– O (1)
Spectrum is that of benzene – 1,4- dicarboxylic acid (1) 3
(c) (i) To prevent the volatile reactant / dimethyl benzene boiling off (1)
(ii) Because the diacid is soluble in hot water (1)
(iii) M.Pt not sharpor different from / not consistent with / less than data book (1) 3
(d) (i)
C C
F FH HF FH H
F FH HF FH H
C CC CC C
n n
or
(or H...F...F...H on chain)
Correct repeating structure (1)
Some evidence of continuation of molecule (1) 2
(ii) Kevlar : condensation(1)
PDFE : addition (1) 2
(e) (i) more carbon dioxide per kJ of energy (1)
therefore more global warming/ more greenhouse gas produced (1) 2
(ii) Some reference to need for special arrangements for filling tank /dangerous in the event of a crash /more weight as gas tank
weighs more than petrol tank / more likely to leak because gas
under pressure (1) 1[15]
4. (a) (i)
CH CHCl CH OH
CH CH(OH) COO Na
CH CHCl COOH
COOH
COOH
3
3
32
+–
A
C
B
D
4 × 1 = 4
B consequential on A
C consequential on B
(ii) 2-chloropropan-1-ol (mark consequentially) 1
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8/16/2019 EdExcel a Level Chemistry Unit 9 Mark Scheme Jan 2000
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Winter 2000 CH4 Mark Scheme
3
(b)C H COCl C H CONH C H CN C H CH NH5 5 5 522 2 2 2 2 2
NH P O Na/C H OH3 5 5
4
2 2
or LiAlH
(1) (1) (1) (1) (1)
or
C H COCl C H COOH C H CH OH C H CH Br
C H CH NH
5 5 5 5
5
2 2
2 2
3
2 2 2 2
2
H O LiAlH KBr/concH SO2 4 42
(1)
(1)
(1) (1)
(1)NH
5
(c) (i)
NH + NaNO + 2HCl N NCl + 2H O + NaCl22 2+ –
1 for diazo cation + (1) for rest of equation 2
(ii) if greater than 5♦ C X decomposes (1)
if less than 0 ♦ C rate (of formation of X) is too slow (1) 2
(iii) N N
OH (1)(1)
for N=N link for link to correct ring
next to –OH 2
[16]
et