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The outer layers of some golf balls are made from a polymer called polystyrene - AQA - A-Level Chemistry - Question 3 - 2019 - Paper 2

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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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Answer

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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Answer

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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Answer

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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Answer

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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Answer

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.

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