OCR A Jun 2014 Paper 2 Q8

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(a) Compound B, CxHyO, can be oxidised to form a ketone C. 18 0.035 mol of B has a mass of 2.59 g. Compound B reacts with compound D, C3H6O2, in the presence of an acid catalyst to form two compounds E and F.Calculate the molar mass of compound B.Give the structures of compounds B, C, D, E and F.[6]OCR 2014<br />
 19 BLANK PAGE Question 8 continues on page 20 PLEASE DO NOT WRITE ON THIS PAGEOCR 2014 Turn over<br />
 20 (b) Compound G is a branched-chain organic compound that does not have E and Z isomers. Elemental analysis of compound G gave the following percentage composition by mass: C, 55.8%; H, 7.0%; O, 37.2%. The mass spectrum and infrared spectrum of compound G are shown below. 20 30 40 50 60 m / z 70 80 90 100 Mass spectrum 100 relative intensity 80 60 40 20 10 Infrared spectrum 100 transmittance (%) 50 0 4000 3000OCR 2014 2000 wavenumber / cm1 1500 1000 500<br />
Calculate the empirical and molecular formulae for compound G. 21Write the formulae for the particles responsible for peak X and peak Y in the mass spectrum.Draw the structure of compound G. Explain fully how you arrive at a structure for compound G using all the evidence provided.[7] [Total: 13]OCR 2014 END OF QUESTION PAPER<br />

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