Problem 672

Problem # 672

Compound A has molecular formula C6H12O and shows a sharp peak at 1,710 cm-1 in its IR spectrum.

Treatment with 1 equivalent of phenyl Grignard yields compound B, which has formula C12H18O and whose IR shows a broad peak at 3,350 cm-1.

Compound B's 1H NMR spectrum is shown below. Determine the structures of compounds A and B.