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Chemistry · Carbon compounds

Comparing polymers and monomers

You can name poly(ethene), but drawing the repeating unit from the monomer goes wrong.

An addition polymer forms when many alkene monomers join end to end. The C=C bond in each monomer opens, and the carbons link into a chain.

This lesson is part of SPM Chemistry carbon compounds. It builds on the alkene reactions in writing characteristic organic reactions.

How do I draw the repeating unit?

Take the monomer and keep both carbons of the C=C. Turn the double bond into a single bond, and leave a free bond on each end.

Put the unit in brackets with n as a subscript. Every other atom stays attached where it was.

Worked example: three monomers

Monomer Repeating unit Polymer
Ethene, CH₂=CH₂ –[CH₂–CH₂]ₙ– poly(ethene)
Propene, CH₂=CH–CH₃ –[CH₂–CH(CH₃)]ₙ– poly(propene)
Chloroethene, CH₂=CHCl –[CH₂–CHCl]ₙ– poly(chloroethene), PVC

In each row the two carbons of the original double bond stay in the chain. The CH₃ or Cl hangs off as a side group.

Worked example: monomer from polymer

A polymer has the repeating unit –[CH₂–CH(CH₃)]ₙ–. To find the monomer, reverse the method: take the two carbons in the chain and put the double bond back.

The monomer is CH₂=CH–CH₃, which is propene. The side group CH₃ stays where it is.

How do I compare them by test?

A monomer contains C=C and a polymer does not. Shake each with bromine water.

Ethene turns the brown colour colourless. Poly(ethene) leaves it brown.

The mistake that loses marks

A student draws the repeating unit of poly(ethene) as –[CH₂=CH₂]ₙ– with the double bond still there. A double bond in the chain would mean the polymer still reacts with bromine water.

The fix is to ask what happened to the double bond. It was used to join the monomers, so the unit has a single C–C bond.

Check yourself

Draw the repeating unit of PVC from its monomer and state what happens when bromine water is added to the polymer.

Answer

The monomer is CH₂=CHCl. Open the double bond and keep both carbons: –[CH₂–CHCl]ₙ–.

Bromine water stays brown, because PVC has no C=C bond. The monomer, by contrast, would decolourise it.

What to study next

See how polymer steps sit inside a longer route in planning a reaction pathway. Then try the practice set.

Record any bond-drawing slips in the mistake log and paper-error review. For a teacher to check your drawings with you, see online one-to-one Chemistry tuition.

Common questions

What is the difference between a monomer and a polymer?

A monomer is a small molecule that can join with many others. A polymer is the long chain they form. In addition polymerisation the monomer has a C=C bond, and the polymer has only single bonds in the chain.

What does the n in a polymer formula mean?

It is the number of repeating units in the chain, usually very large. You write the repeating unit inside brackets with n outside. The unit has the same atoms as the monomer, but the double bond has become a single bond.

How do I tell a monomer from a polymer with bromine water?

The monomer, such as ethene, decolourises bromine water because it has a C=C bond. The polymer, such as poly(ethene), leaves the water brown because its double bonds have been used up.

Is natural rubber an addition polymer?

Natural rubber is a natural polymer made from isoprene units. Check your textbook for how far the syllabus goes. For the addition polymers you draw, such as poly(ethene), poly(propene) and poly(chloroethene), use the open-the-double-bond method.

In one-to-one lessons a teacher can ask you to draw a repeating unit and then check each bond, which is where a double bond left open or closed by mistake shows up.

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