CIE Jun 2015 v3 Paper 2 Q4

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The structure of H is shown. CH2OH CH3 CH3 C CH3 (a) H reacts with both cold, dilute, acidi ed potassium manganate(VII) and with hot, concentrated, acidi ed potassium manganate(VII). (i) Give the structure of the organic product of the reaction of H with cold, dilute, acidi ed potassium manganate(VII). (ii) Give the structures of the organic products of the reaction of H with hot, concentrated, acidi ed potassium manganate(VII). [1] (b) (i) Complete the reaction scheme to show the mechanism of the reaction of H with bromine to form J. Include all necessary curly arrows, lone pairs and charges. [2] CH2OH CH3 CH3 C CH3 Br + BrCH3 C CH2OH C CH3 CH3 Br Br [3]UCLES 2015 9701/23/M/J/15<br /> (ii) Explain the origin of the dipole on the bromine molecule.[1] J is formed as an equimolar mixture of isomers. (iii) State the type of isomerism shown by J.[1] (iv) Draw the structures of the two isomers of J. [2] [Total: 10]UCLES 2015 9701/23/M/J/15<br />

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