Ethyl bromide, mass spectrum

Examine the isotopic mixture of chlorine. The molecular ion of ethyl chloride (see Figure 2.2) is revealed as two peaks separated by 2 Da and with an approximate intensity ratio corresponding to the relative abundances of the two isotopes (3 1). The lower mass peak of this doublet at 64 Da is referred to as P and corresponds to C2H5CP5, and the higher mass peak at 66 Da is (P + 2) and corresponds to C2H5CP . A pair of peaks separated by two masses and with an intensity ratio of 3 1 is therefore characteristic of one chlorine atom in a molecule. Likewise, a molecular ion containing bromine appears as two peaks separated by two mass units and with nearly equal intensities (Figure 2.3 is the mass spectrum of ethyl bromide). 

When you react ethylmagnesium bromide with ethyl butanoate, a ketone and a tertiary alcohol are possible products. Draw the structure of both products. Describe what you would see in the IR spectrum and the proton NMR spectrum and the mass spectrum that will allow you to distinguish these two products. 

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