CIE Jun 2013 v1 Paper 2 Q5

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Examiners For Use 10 Crotonaldehyde, CH3CH=CHCHO, occurs in soybean oils. (a) In the boxes below, write the structural formula of the organic compound formed when crotonaldehyde is reacted separately with each reagent under suitable conditions. If you think no reaction occurs, write 'NO REACTION' in the box. reaction reagent product Br2 in an inert organic solvent PCl 3 H2 and Ni catalyst NaBH4 K2Cr2O7 / H+ (b) Crotonaldehyde exists in more than one stereoisomeric form. Draw the displayed formulae of the stereoisomers of crotonaldehyde. Label each isomer. [5] [3]UCLES 2013 9701/21/M/J/13<br /> Examiners For Use (c) Draw the skeletal formula of crotonaldehyde. 11 (d) The product of reaction E in the table opposite will react with a solution containing acidi ed manganate(VII) ions. Draw the structural formulae of the organic products when the reagent is (i) cold, dilute; [1] (ii) hot, concentrated. [3] [Total: 12]UCLES 2013 9701/21/M/J/13 [Turn over<br />

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