Chapter 13, Problem 13.53SP

Each of these four structures has molecular formula C₄cH₈O₂. Match the structure with its characteristic proton NMR signals. (Not all of the signals are listed in each case.)

1. a. sharp ¹H singlet at δ 8.0 and 2H triplet at δ 4.0
2. b. sharp 3H singlet at δ 2.0 and 2H quartet at δ 4.1
3. c. sharp 3H singlet at δ 3.7 and 2H quartet at δ 2.3
4. d. broad ¹H singlet at δ 11.5 and 2H triplet at δ 2.3