Organic Techniques - Purification (Edexcel International A Level Chemistry)

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Purification of Organic Compounds

  • There are different methods to purify organic compounds, including:
    • Solvent extraction / use of a separating funnel
    • Use of drying agents 
    • Recrystallisation 

Solvent extraction / use of a Separating Funnel

  • When organic liquids are being prepared, water can often be obtained along with the organic product
  • The water will usually form an aqueous layer with the product in the organic layer
    • It can sometimes be hard to identify which layer is the organic layer - this can be achieved by simply adding water and seeing which layer increases in volume
  • Other organic reactions may need to be neutralised before being purified, this can be achieved by adding sodium carbonate solution to the reaction vessel or separating funnel
    • This can also be used to remove other impurities by washing

  • The contents of the reaction vessel are transferred to a separating funnel and a stopper added
  • The separating funnel is inverted and the stopcock opened to release the pressure - this is repeated 15-20 times
    • If neutralisation has occurred then the stopcock is opened slowly to avoid losing any product
  • The two layers are allowed to separate 
    • In the following example, the aqueous layer is the bottom layer inside the separating funnel
  • The stop cock is opened so that the aqueous layer drains away and the organic layer can be drained into a clean beaker

Separation of ethyl ethanoate, downloadable AS & A Level Chemistry revision notes

A separating funnel allows the product to be cleaned and isolated

Use of drying agents

  • Drying agents can be used to remove traces of water from an organic product
  • Drying agents are usually anhydrous inorganic salts that readily hydrate in the presence of water
    • Anhydrous calcium chloride is commonly used to dry hydrocarbons
    • Anhydrous calcium or magnesium sulfate are used more general purpose drying agents
    • Potassium hydroxide is a less common but relatively inexpensive drying agent
  • A spatula of drying agent is added into the organic product and swirled
    • If the organic product has a low boiling point, a lid / stopped can be added to reduce the potential evaporation of any product
  • If the drying agent clumps together, then there is still water in the organic liquid
  • More drying agent is added until some remains dispersed in the organic liquid as a fine powder
  • The dry organic liquid can then be decanted or filtered
    • If the organic liquid is dry then it should appear clear

Recrystallisation

  • Recrystallisation is used to purify impure solids
  • The principle is that a hot solvent is used to dissolve both the organic solid and the impurities and then as the solution cools the solid crystallises out and leaves behind the impurities in the solution
  • The key is using the minimum amount of solvent to dissolve the solid and avoid loss of the product
  • If any solid impurities remain in the solution, a hot filtration can be carried out
  • Once the solution has cooled down to room temperature and crystallised then the product crystals can be recovered by filtration
  • This is faster using Buchner apparatus in which filtration occurs under reduced pressure

Recrystallisation and Buchner filtration, downloadable AS & A Level Chemistry revision notes

Recrystallisation and Buchner filtration  

  • After filtration the product is washed with fresh cold solvent and then allowed to dry on filter paper

Examiner Tip

Recrystallisation can be repeated more than once to ensure a very pure product, but each time the yield of product will decrease. Slow cooling results in bigger well defined crystals which are easier to filter and dry.

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Richard

Author: Richard

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Richard has taught Chemistry for over 15 years as well as working as a science tutor, examiner, content creator and author. He wasn’t the greatest at exams and only discovered how to revise in his final year at university. That knowledge made him want to help students learn how to revise, challenge them to think about what they actually know and hopefully succeed; so here he is, happily, at SME.