¹H NMR spectrum E corresponds to a molecule with the formula C₄H₈O. Its IR spectrum has important bands at 945, 1015, 1665, 3095, and 3360 cm^-1.

(a) Determine the structure of the unknown.

(b) Assign each NMR and IR signal.

(c) Explain the splitting patterns for the signals at δ = 1.3, 4.3, and 5.9 ppm (see inset for 10-fold expansion).

Transcribed Image Text:

1Η ΝMR 3 H 6.00 5.95 5.90 5.85 5.80 1 H1H 1 H 1 H 1 H (CH3)4Si 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (8) E