A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M⁺ = 88.1. IR: 3600 cm^–1

¹H NMR: 1.4 δ (2 H, quartet, J = 7 Hz); 1.2 δ (6 H, singlet); 1.0 δ (1 H, singlet); 0.9 δ (3 H, triplet, J = 7 Hz) ¹³C NMR: 74, 35, 27, 25 δ

(a) Assuming that the compound contains C and H but may or may not contain 0, give three possible molecular formulas.

(b) How many protons (H) does the compound contain?

(c) What functional group(s) does the compound contain?

(d) How many carbons does the compound contain?

(e) What is the molecular formula of the compound?

(f) What is the structure of the compound?

(g) Assign the peaks in the Ill NMR spectrum of the molecule to specific protons.