Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed

Chapter 20, Problem 20.77

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Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm1 and has the 1 H NMR spectrum given below. What is the structure of G? We will learn about the details of this reaction in Chapter 22. 0 ppm 8 7654 3 2 24 25 17 17 1

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