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Synthetic polymers

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Question 3

This question is about the conversion of carbohydrates into synthetic polymers.

a.

Sucrose contains the sugar C12H22O11\text{C}_{12}\text{H}_{22}\text{O}_{11}C12​H22​O11​. In the presence of an acid catalyst, water reacts with sucrose to produce two isomeric sugars, glucose and fructose, both with the formula C6H12O6\text{C}_6\text{H}_{12}\text{O}_6C6​H12​O6​. Write a chemical equation for this hydrolytic reaction.

[1]
b.

Yeast is added to ferment the resulting glucose/fructose mixture into ethanol:

C6H12O6(aq)→2C2H5OH(aq)+2CO2(g) \text{C}_6\text{H}_{12}\text{O}_6\text{(aq)} \rightarrow 2\text{C}_2\text{H}_5\text{OH(aq)} + 2\text{CO}_2\text{(g)} C6​H12​O6​(aq)→2C2​H5​OH(aq)+2CO2​(g)

Describe how you would determine experimentally when the fermentation reaction has completed.

[1]
c.

State how the yeast, which is insoluble, can be separated from the aqueous ethanol mixture.

[1]
d.

Ethanol can be converted into chloroethene, CH2=CHCl\text{CH}_2=\text{CHCl}CH2​=CHCl, via a three-stage synthetic route:

  • Stage 1: Ethanol is dehydrated over a hot solid catalyst to form ethene, CH2=CH2\text{CH}_2=\text{CH}_2CH2​=CH2​.
  • Stage 2: Ethene is reacted with an elemental halogen to form 1,2-dichloroethane, CH2ClCH2Cl\text{CH}_2\text{ClCH}_2\text{Cl}CH2​ClCH2​Cl.
  • Stage 3: 1,2-dichloroethane is thermally cracked to produce chloroethene and hydrogen chloride.

Explain why the conversion in Stage 1 is classified as a dehydration reaction.

[1]
e.

Name a suitable catalyst that can be used for the reaction in Stage 1.

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f.

Give the formula of the reagent required to react with ethene in Stage 2.

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g.

Write a balanced chemical equation for the reaction in Stage 3.

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h.

Chloroethene can undergo addition polymerisation to form the synthetic polymer poly(chloroethene) (commonly known as PVC). A section of a poly(chloroethene) chain is represented below:

ClHClHClH∣∣∣∣∣∣−C−−C−−C−−C−−C−−C−∣∣∣∣∣∣HHHHHH\begin{array}{cccccc} \text{Cl} & \text{H} & \text{Cl} & \text{H} & \text{Cl} & \text{H} \\ | & | & | & | & | & | \\ -\text{C}- & -\text{C}- & -\text{C}- & -\text{C}- & -\text{C}- & -\text{C}- \\ | & | & | & | & | & | \\ \text{H} & \text{H} & \text{H} & \text{H} & \text{H} & \text{H} \end{array}Cl∣−C−∣H​H∣−C−∣H​Cl∣−C−∣H​H∣−C−∣H​Cl∣−C−∣H​H∣−C−∣H​

Draw the displayed formula of a single chloroethene monomer.

[1]
i.

Describe, in terms of structure and bonding, what occurs when chloroethene molecules react to form poly(chloroethene).

[2]

Synthetic polymers Questions

  1. IGCSE
  2. /Chemistry
  3. /Synthetic polymers