CIE Jun 2013 v2 Paper 2 Q4

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Examiners For Use Crotyl alcohol, CH3CH=CHCH2OH, is a colourless liquid which is used as a solvent. (a) In the boxes below, write the structural formula of the organic compound formed when crotyl alcohol is reacted separately with each reagent under suitable conditions. If you think no reaction occurs, write 'NO REACTION' in the box. Br2 in an inert organic solvent PCl 5 H2 and Ni catalyst NaBH4 K2Cr2O7 / H+ heat under re ux (b) Draw the displayed formula of the organic compound formed when crotyl alcohol is reacted with cold, dilute acidi ed potassium manganate(VII). [5] (c) Draw the skeletal formula of the compound formed in reaction E. [1] [2]UCLES 2013 9701/22/M/J/13<br /> Examiners For Use (d) Crotyl alcohol is obtained from crotonaldehyde, CH3CH=CHCHO. (i) Describe one test that would con rm the presence of a small amount of unreacted crotonaldehyde in the crotyl alcohol. Give the name of the reagent used and state what you would see. reagentobservation(ii) What type of reaction is the conversion of crotonaldehyde into crotyl alcohol?[3] (e) Compound P, another unsaturated compound, is found in some blue cheeses. The percentage composition by mass of compound P is C: 73.7%; H: 12.3%; O: 14.0%. Calculate the empirical formula of compound P. [2] [Total: 13]UCLES 2013 9701/22/M/J/13 [Turn over<br />

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