The outer layers of some golf balls are made from a polymer called polystyrene - AQA - A-Level Chemistry - Question 3 - 2019 - Paper 2
Question 3
The outer layers of some golf balls are made from a polymer called polystyrene. The isoprene monomer is a non-cyclic branched hydrocarbon that contains 88.2 % carbon... show full transcript
Worked Solution & Example Answer:The outer layers of some golf balls are made from a polymer called polystyrene - AQA - A-Level Chemistry - Question 3 - 2019 - Paper 2
Step 1
Deduce the molecular formula and suggest a possible structure.
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Answer
To deduce the molecular formula from the empirical formula of isoprene, we can use the information provided:
The empirical formula has 88.2% carbon, which gives us a ratio of carbon to hydrogen.
The molecular formula can be deduced using the empirical formula:
Empirical formula: C₅H₈.
Thus, the molecular formula for isoprene is C₅H₈.
A possible structure for isoprene is as follows:
H H
\ /
C=C
/ \
H C
/ \
H H
This shows that isoprene is a branched hydrocarbon with a double bond.
Step 2
Draw the skeletal formula of the monomer used to make this polymer.
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The skeletal formula of the monomer used to make this polymer, which has the repeating unit shown in the question, is:
H H
\ /
H - C - C - H
/ \
H H
This structure represents the branch points and hydrogen atoms in the polymer.
Step 3
Give the IUPAC name of the monomer.
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The IUPAC name of the monomer used to create this polymer is:
But-1-ene.
This designation correctly identifies the structure as a four-carbon alkene with a double bond at the first carbon.
Step 4
Draw the structure of the repeating unit of the third polymer.
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The structure of the repeating unit of the third polymer, which is a stereoisomer of the second polymer, can be presented as:
H H
\ /
H - C - C - H
| |
H H
This structure shows the configuration of the repeating unit.
Step 5
Give a reason why this type of stereoisomerism arises.
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This type of stereoisomerism arises due to the presence of a double bond (C=C), which restricts rotation around the bond, leading to different spatial arrangements of the atoms or groups attached to the carbons involved in the double bond. This creates geometric (cis/trans) isomerism.
Step 6
Explain why these golf balls do not biodegrade.
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Golf balls do not biodegrade due to the presence of resilient polymers like polystyrene in their construction. The carbon-carbon bonds in these polymers are strong and resistant to breakdown by microbial action, hence they persist in the environment over extended periods.