CIE Jun 2014 v1 Paper 2 Q4

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PMT Alkanes and alkenes both react with bromine. (a) Explain how and why bromine can be used to distinguish between an alkene and an alkane.[2] (b) The reaction of ethane with bromine forms a mixture of products. (i) State the essential conditions for this reaction to occur.[1] (ii) Give the full name of the mechanism of this reaction.[2] (iii) Give the equation for a termination step that could occur, producing a hydrocarbon.[1] (iv) Give the equation for one propagation step involved in the formation of dibromoethane from bromoethane during this reaction.[1] (c) The reaction of ethene with bromine forms a single product. (i) Give the full name of the mechanism of this reaction.[2] (ii) Complete the diagram below to illustrate this mechanism. Include all relevant charges, partial charges, curly arrows and lone pairs. CH Br Br CH Br Br [4]UCLES 2014 9701/21/M/J/14 [Turn over<br /> (d) Chloroethene can be polymerised to form a polymer commonly known as PVC. Draw a diagram of the structure of PVC including three repeat units. PMT [2] (e) Chloroethane undergoes a series of reactions as shown in the diagram below. product Q NaCN reaction 1 CH HCl OH(aq) product P (i) Give the reagent and conditions necessary for reaction 1.[2] (ii) Give the skeletal formula of product P. (iii) Give the displayed formula and the name of product Q. [1][2] [Total: 20] Permission to reproduce items where third-party owned material protected by copyright is included has been sought and cleared where possible. Every reasonable effort has been made by the publisher (UCLES) to trace copyright holders, but if any items requiring clearance have unwittingly been included the publisher will be pleased to make amends at the earliest possible opportunity. Cambridge International Examinations is part of the Cambridge Assessment Group. Cambridge Assessment is the brand name of University of Cambridge Local Examinations Syndicate (UCLES), which is itself a department of the University of Cambridge.UCLES 2014 9701/21/M/J/14<br />

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