Chapter 14, Problem 14.32P

Draw the structure of a compound of molecular formula ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}\text{O}$ that has a signal in its ${}^{\text{13}}\text{C}$ NMR spectrum at $>16\text{0 ppm}$. Then draw the structure of an isomer of molecular formula ${\text{C}}_{\text{4}}{\text{H}}_{\text{8}}\text{O}$ that has all of its ${}^{\text{13}}\text{C}$ NMR signals at $<16\text{0 ppm}$.