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QUESTION 1 Answer all parts (a) Give an explanation of the variation in chemical shifts of the aromatic carbons in the 130C NMR spectrum of methoxybenzene. Note that the 13C chemical shift of benzene is 128 ppm Carbon Chemical Shift (ppm) CH 160 114 130 120 15 Marksl (b) Natural abundance 3C NMR spectra of organic compounds are routinely measured in the proton decoupled mode. What is the advantage of using this technique? What information about molecular structure is lost and how is it recovered? 15 Marksl (c) Outline mechanisms to show the formation of any four fragment ions that you would expect to see in the electron impact (EI) mass spectrum of the aminoketone A. Show the structure of the precursor and target ions in each case and give the relevant ion masses. CH3 Me 5 Marks

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