An inexperienced graduate student was making some 4-hydroxybutanoic acid. He obtained an...

An inexperienced graduate student was making some 4-hydroxybutanoic acid. He obtained an excellent yield of a different compound, whose ¹³C NMR spectrum is shown here.

(a) Propose a structure for this product.

(b) Assign the peaks in the ¹³C NMR spectrum to the carbon atoms in the structure.

(c) Suggest modifications in the reaction to obtain a better yield of cyclohexyl bromide.