CIE Jun 2015 v1 Paper 2 Q4

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10 There are four alcohols, A, B, C and D, which are structural isomers with the molecular formula C4H10O. Alcohol A does not react with acidi ed potassium dichromate(VI) solution but B, C and D do. All four alcohols react with hot, concentrated sulfuric acid to form products with the molecular formula C4H8. A, C and D each give a single product in this reaction. B gives a mixture of two structural isomers, one of which shows stereoisomerism. (a) Give the skeletal formula for each of the four alcohols and complete the diagram with the names of the types of structural isomerism shown by each linked pair of compounds.isomerismisomerismisomerism [7]UCLES 2015 9701/21/M/J/15<br /> 11 (b) (i) Give the names of the two structural isomers produced by the reaction of B with hot, concentrated sulfuric acid[2] (ii) State which of these two isomers shows stereoisomerism. Explain why this molecule is capable of showing stereoisomerism.[2] (iii) Draw displayed formulae to show the two stereoisomers. stereoisomer 1 stereoisomer 2 [2] [Total: 13]UCLES 2015 9701/21/M/J/15<br />

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