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7 6.5 6.4 6.3 6.2 ppm Si Ph F F HC HA HB 0 Hz 60 50 40 30 20 10 Detail from 300 MHz 1H NMR spectrum * * * * * * * * 3. [15%] Below is a detail from a 1H NMR spectrum of the compound pictured. In the space provided, (a) assign protons HA, HB and HC to signals on the spectrum, (b) report all coupling constants in the standard nJX-Y = 00.0 Hz format in a list, and (c) draw coupling trees that explain the complex splitting for each proton. Your assignments should account for all signals except for the impurities marked with asterisks (*). Apart from the distorted intensities, assume that the splitting follows first order rules.

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