In acidic methanol, 3-oxobutanal is transformed into a compound with the molecular formula C₆H₁₂O₃. 

As a group, analyze the following ¹H NMR and IR spectral data: ¹H NMR (CCl₄): δ = 2.19 (s, 3 H), 2.75 (d, 2 H), 3.38 (s, 6 H), 4.89 (t, 1 H) ppm; IR: 1715 cm^-1.

Consider the chemical shifts, the splitting patterns, and the integrations of the signals in the NMR spectrum and discuss possible fragments that could give rise to the observed multiplicities. Use the IR information to assign the functional group that exists in the new molecule. Present an explanation for your structural determination, including reference to the spectral data, and suggest a detailed mechanism for the formation of the new compound.

Transcribed Image Text:

CH,OH, H `H. → C,H12O3 3-Oxobutanal