Polymerisation: Question 1
Syllabus 20.1
A section of an addition polymer chain is represented by the repeat unit
Which alkene was used as the monomer to form this polymer?
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Worked solution
Step 1: Undo the addition polymerisation
In addition polymerisation, the double bond of the monomer opens up so that each carbon forms a new single bond to the next monomer unit, with no atoms lost. To find the monomer, reverse this process: take one repeat unit and turn the two backbone single bonds (the ones joining it to its neighbours) back into a double bond.
The given repeat unit is:
Reconnecting the backbone carbons with a double bond gives:
Step 2: Check the branching carefully
The backbone carbon that is not carries exactly one branch, (an isopropyl group), plus one hydrogen atom. This matches a monomer with a single isopropyl branch on the carbon next to the terminal . This is 3-methylbut-1-ene.
Why the other options are wrong
- B (pent-1-ene) has a straight, unbranched chain, so its repeat unit would be , a straight-chain propyl branch, not the branched isopropyl group shown.
- C (2-methylbut-2-ene) is an internal alkene: both carbons of its double bond already carry alkyl groups, so neither backbone carbon in its polymer would be a plain, unsubstituted . This does not match the given repeat unit.
- D (2-methylbut-1-ene) puts the branch on the substituted backbone carbon itself, giving repeat unit . A carbon with a methyl and an ethyl group and no hydrogen, which is different from the carbon (one hydrogen, one isopropyl branch) shown in the question.
Final answer
A, 3-methylbut-1-ene, .