F324 Amines, Amino Acids, Polymers & Synthesis TEST (MS)
1.	

ALLOW ECF  on incorrect amine	
 ALLOW

IGNORE Cl– ion
DO NOT ALLOW if ring is connected to the N triple bond in the diazonium or if diazonium has a negative charge
ALLOW one mark for correct displayed diazonium if alkyl group is not shown

	HNO2 + HCl and temp < 10 °C OR NaNO2 + HCl and temp < 10 °C 
	alkaline AND phenol (if temperature stated must be below 10 °C) 
ALLOW NaOH OR KOH & C6H5OH OR phenoxide ion OR C6H5O–
ALLOW reagents and conditions from the equations
[5]

2.	

ALLOW CO2–
ALLOW NH3+
If NH3 fully displayed ALLOW + charge on N or H
If COO fully displayed ALLOW – charge on O only
[3]

3.	valine–glycine–leucine 
ALLOW val–gly–leu
DO NOT ALLOW structures
[1]
 
4.	

(1) for CONH and (1) for rest. Accept reverse order.	2
[2]

5.	(a)	(i)	RCH(NH2)COOH (1)	1
allow groups R, CH, NH2, COOH in any order2
(ii)	any unambiguous structure, e.g.:
 (1)	1
 (b)	(i)	molecule/ion/’it’ has both + and – charges	1
(ii)	description or diagram to show proton/H+ transfer
from COOH to NH2 (1)
 (1)	2
NOT just ‘hydrogen’ transfer
 
(c)	(i)	heat/warm/reflux (1)
	named strong acid/base
an enzyme (which need not be named) (1)	2
NOT conc HNO3 or conc H2SO4
(ii)	hydrolysis (1)	1
[8]

 6.	(i)
 (1)	1
(ii)	structure with correct use of at least two 3-D bonds (1) – e.g.
	1
allow ecf if lactic acid is labelled in (i)
NOT if all four bond angles at 90°
[2]

7.	(a)	alkene / C=C double bond
(primary) alcohol / hydroxy(l) (1)	1
(b)	(i)	molecules with the same structure / order of bonds … but
different arrangements in space / 3-D arrangment (1)	1
(ii)	cis-trans / geometric (1)	1
(iii)	the double bond does not rotate (1)	1
(iv)	same groups at one end / need different
groups at both ends of the C=C (1) AW	1
[5]
 
8.	(i)	eg fire resistant / bullet proof clothing / cycle tyres / tennis rackets (1)	1
allow any use where a tough flexible material is needed
(ii)	condensation (polymerisation) (1)

	structure of benzene-1,4-dicarboxylic acid (1)
	amide /peptide bond displayed (1)
	repeat unit of correct polymer indicated (1)
	formula of water shown as the product in an equation (1)	5
[6]

9.	(a)	(i)

1 mark for each repeat unit (1)(1)	2
(ii)	1 mark for each monomer (1)(1)	2
 (b)	C=O absorbs radiation/breaks (1)
ester linkage hydrolysed (1)	2
[6]

 10.	(aspirin contains) ester AND carboxylic acid 
IGNORE arene or benzene or aromatic or phenyl or methyl but any other group loses the mark
ALLOW carboxyl group
DO NOT ALLOW acid
 	(paracetamol contains) amide AND phenol 
IGNORE arene or benzene or aromatic or phenyl or menthyl but any other group loses the mark
ALLOW peptide
ALLOW hydroxy(l)
DO NOT ALLOW hydroxide or alcohol
DO NOT ALLOW amine
[2]

11.	(i)	Both
	Na OR NaOH 

ALLOW hydrolysis by H+ (aq) or H+ or HCl(aq) or HCl or H2SO4(aq) or H2SO4 to give hydroxybenzoic acid + ethanoic acid with aspirin 
and ammonium salt of 4-aminophenol + ethanoic acid with paracetamol 
ALLOW hydrolysis by OH–(aq) or NaOH(aq) and other alkali leading to hydrolysis to give carboxylate salt and phenoxide sathe ring + ethanoate with aspirin  and 4-aminophenoxide ion + ethanoate ion with paracetamol 
ALLOW HNO3 (and H2SO4) to give NO2 in one or more positions on the ring in both aspirin and paracetamol 
DO NOT ALLOW NH3 but correct ammonium salts can be awarded 2 marks ECF
DO NOT ALLOW H2O but correct products can be awarded 2 marks ECF
if no reagent there cannot be any marks for the products
If reagent selected is correct but would react with either aspirin or paracetamol ALLOW  ECF for the correct organic product
3

(ii)	aspirin only
	NaHCO3 OR Na2CO3 OR metal oxide 
	 
ALLOW Mg, carbonates, NH3
ALLOW alcohols (ROH) to give ester
if no reagent there cannot be any marks for the products

If reagent selected is incorrect but would react with BOTH asirin and paracetamol ALLOW  ECF for the correct organic product
2
(iii)	paracetamol only
	Br2 
	 
ALLOW Br2 water
ALLOW one or more Br at any position on the ring
DO NOT ALLOW Br substitution of OH
ALLOW acyl chloride or acid anhydride and corresponding ester
ALLOW FeCl3 to form a purple complex ion (structure not require
ALLOW diazonium and structure showing azo group substituting one of the Hs in the ring
if no reagent there cannot be any marks for the products
If reagent selected is incorrect but would react with BOTH aspirin and paracetamol ALLOW  ECF for the correct organic product
2
[7]

12.	(a)	(i)	bromine / sodium hydroxide (solution) / FeCl3 (1)	1
NOT indicators
(ii)	OH / phenol group in noradrenaline circled (1)	1
(iii)	decolourises /white ppt / dissolves (in water better) / violet (1)	1
 (b)	(i)

	(1)	(1)	2
(ii)	optical (isomerism) (1)	1
(iii)	(stereo)isomers are non-superimposable (mirror images) /
the molecule is asymmetric /
the carbon has four different groups attached (1)
	
	one 3-D isomer with all groups correct (1)
	second isomer is a mirror image of a reasonable attempt at 3-D (1)	3
for the 3-D bonds allow:

but NOT:

 (c)	Any three of:
•	only one stereoisomer has the right 3-D shape /
shape similar to noradrenaline /
is (pharmacologically) active ora
•	presence of other (inactive) stereoisomers:
will increase the amount needed for the dose
•	may give harmful side effects
•	may increase cost of separation	3
ANY 3 out of 4 marks (1)(1)(1)
[12]