Answer both questions! Please

Critical Thinking Assignment for Lab 2 - Unexpected Reaction of a Diol Name: Section: Consider an alcohol with molecular formula C,H,O that produces the 'H NMR spectral data below: 'H NMR: 0.9 ppm (GH, d), 1.5 ppm (2H, 9), 1.6 ppm (1H,s), 1.7 ppm (1H, septet), 3.7 ppm (2H, 1). Treatment of the alcohol with hot concentrated HBr yields a compound with molecular formula C.H.Br that produces the following 'H NMR spectral data: 'H NMR: 1.0 ppm (3H, t), 1.2 ppm (GH, S), 1.6 ppm (2H,9) (a) Propose structures for the starting alcohol and product that are consistent with the spectral data. (b) Propose a mechanism that can explain the transformation of the alcohol to the product