CIE Jun 2015 v3 Paper 4 Q7

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(a) Long chain alkanes such as 4-methylheptane can be cracked to produce shorter chain hydrocarbons. 12 B C3H8 a mixture of C, D and E (isomers of C5H10) 4-methylheptane (i) State the conditions necessary for this reaction to take place.[1] (ii) Suggest the structure of B. (iii) Compounds C, D and E are isomers with the molecular formula C5H10. On heating with concentrated acidi ed KMnO4,compound C gives CO2 and compound F (C4H8O2), D and E each give a 1 : 1 mixture of compounds G (C2H4O2) and H (C3H6O2). Suggest structures for compounds C - H. [1] [3] (iv) Name the type of isomerism shown between D and E.[1]UCLES 2015 9701/43/M/J/15<br />
 13 (b) Propene, CH3CH=CH2, reacts with bromine to give 1,2-dibromopropane. (i) How is this reaction usually carried out?[1] (ii) State the type of reaction that is occurring here.[1] (iii) Draw the mechanism of this reaction, including the structures of any intermediates, and any dipoles, lone pairs and curly arrows to show the movements of electrons. [2] [Total: 10]UCLES 2015 9701/43/M/J/15 [Turn over<br />

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