SPS F108 12.2_Carbonyl Compounds, Carboxylic Acids, Esters & Polyesters_A level_OCR_Chemistry_Paper 2
Carbonyl Compounds, Carboxylic Acids, Esters &
... [Show More] Polyesters
Question Paper 2
Level A Level
Exam Board OCR
Sub-Topic
Time Allowed: 76 minutes
Score: /63
Percentage: /100
Grade Boundaries:
A* A B C D E U
>85% 77.5% 70% 62.5% 57.5% 45% <45%
1 Mandelic acid (2-phenyl-2-hydroxyethanoic acid), C6H5CH(OH)COOH, is used in some skin creams and can be converted into a condensation polymer.
The addition polymer of ethyl methacrylate (ethyl 2-methyl-2-propenoate), CH2C(CH3)COOC2H5, is used to make some artificial fingernails.
(a) Explain what is meant by the term condensation polymerisation.
Your answer should use appropriate technical terms, spelled correctly.
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(b) Draw two repeat units of a polymer that is formed when,
(i) mandelic acid, C6H5CH(OH)COOH, polymerises
(ii) ethyl methacrylate, CH2C(CH3)COOC2H5, polymerises.
[2]
[1]
(c) When ethyl methacrylate, CH2C(CH3)COOC2H5, is heated under reflux with aqueous dilute acid, a hydrolysis reaction takes place forming compound C and ethanol.
When compound C is heated with steam in the presence of an acid catalyst, an addition reaction takes place forming two organic products D and E.
Compounds D and E are structural isomers with the molecular formula C4H8O3. Draw the structures of compounds C, D and E.
[3]
TURN OVER FOR PART (d)
(d) Mandelic acid has anti-bacterial properties and is used in some skin creams. A cosmetic chemist used mandelic acid to prepare two different esters that might be suitable for new skin creams. The structures of the two esters are shown below.
O
HO
ester 1
O
ester 2
(i) Draw the structure of an organic compound that could react with mandelic acid, C6H5CH(OH)COOH, to produce ester 1.
[1]
(ii) Identify an organic compound that could react with mandelic acid to produce ester 2.
[1]
(iii) Ester 1 is less soluble in water than mandelic acid, C6H5CH(OH)COOH. Explain the difference in water solubility of mandelic acid and ester 1.
You may use a labelled diagram in your answer. [Show Less]