CIE Nov 2016 v3 Paper 2 Q4

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In each section of this question an organic compound is shown. For each compound give its name and answer the questions about it. PMT (a) CH3CH2CH(CH3)CH=CHCH3 (i) name[1] (ii) This compound shows stereoisomerism. Define stereoisomerism.[1] (iii) State and explain how many stereoisomers of this structure there are.[4] (b) (CH3)2C=C(CH3)2 (i) (ii) name[1] Draw the skeletal formula of the organic product of the reaction of this compound with cold, dilute, acidified manganate(VII) ions. (iii) Name the organic product of the reaction of this compound with hot, concentrated, acidified manganate(VII) ions.[1] (iv) Draw the structure of part of a molecule of the addition polymer formed from this compound, showing exactly three repeat units. [1]UCLES 2016 9701/23/O/N/16 [1]<br /> (c) (CH3)2C=CH2 (i) name[1] (ii) Complete the mechanism for the reaction of this compound with hydrogen bromide. Include all necessary curly arrows, lone pairs, charges and partial charges. PMT CH3 H3C CH2 Br H3C CH3 Br CH3 Br2-bromomethylpropane [4] (iii) Explain fully why 2-bromomethylpropane is the major product of this reaction while only relatively small amounts of 1-bromomethylpropane are produced.[3] [Total: 18]UCLES 2016 9701/23/O/N/16 [Turn over<br />

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