AQA Jun 2012 Paper 4 Q7

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do not write outside the box a a chemist discovered four unlabelled bottles of liquid each of which contained a different pure organic compound the compounds were known to be propan ol propanal propanoic acid and chloropropane describe four different test tube reactions one for each compound that could be used to identify the four organic compounds your answer should include the name of the organic compound the reagent s used and the expected observation for each test marks extra space wmp jun chem do not write outside the box b a fifth bottle was discovered labelled propan ol the chemist showed using infrared spectroscopy that the propan ol was contaminated with propanone the chemist separated the two compounds using column chromatography the column contained silica gel a polar stationary phase the contaminated propan ol was dissolved in hexane and poured into the column pure hexane was added slowly to the top of the column samples of the eluent the solution leaving the bottom of the column were collected suggest the chemical process that would cause a sample of propan ol to become contaminated with propanone state how the infrared spectrum showed the presence of propanone suggest why propanone was present in samples of the eluent collected first those with shorter retention times whereas samples containing propan ol were collected later marks extra space turn over for the next question turn over wmp jun chem

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