CIE Jun 2016 v2 Paper 2 Q4

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This question is about molecules with molecular formula C4H8O2. (a) Give the structural formulae of the pair of chain isomers with the formula C4H8O2 that are carboxylic acids. PMT (b) (i) Give the structural formulae of a pair of positional isomers with the formula C4H8O2 that are esters. [2] (ii) Give the reagents and conditions needed to produce one of your esters in (i).[2] [2]UCLES 2016 9701/22/M/J/16<br />
 (c) The infra-red spectra of one of the esters and of another isomer, X, are shown. X decolourises bromine water and is not an ester or an acid. 100 infra-red spectrum of the ester PMT transmittance 50 0 4000 3000 100 transmittance 50 1000 500 2000 wavenumber / cm1 1500 infra-red spectrum of X 0 4000 3000 2000 wavenumber / cm1 1500 1000 500 Explain the differences between these two spectra, with particular reference to the peaks with wavenumbers above 1500 cm1.[3]UCLES 2016 9701/22/M/J/16 [Total: 9] [Turn over<br />

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