OCR A Jun 2014 Paper 4 Q4

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4 A chemist isolates compound H from a mixture and sends it for analysis. 16 Initial analysis shows that the molecular formula of compound H is C10H12O. The 13C NMR spectrum of compound H contained eight separate peaks. The 1H NMR spectrum of compound H is shown below. 1H NMR spectrum The numbers by each peak are the relative peak areas. 10 4 6 chemical shift, / ppm (a) The 1H NMR spectrum contains a peak at= 0 ppm resulting from a chemical added to the sample. State the chemical responsible for the peak at= 0 ppm, and state why this chemical was added to the sample.[1]OCR 2014<br />
 (b) In the 1H NMR spectrum, the peak at= 3.7 ppm would normally be expected at a chemical shift value about 1 ppm to the right, ie at 2.7 ppm. 17 Use the information in this question to determine the structure of compound H. Show all your reasoning. In your answer, you should use the appropriate technical terms, spelled correctly.OCR 2014 Turn over<br />
 18[9] [Total: 10] END OF QUESTION PAPEROCR 2014<br />

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