This is the experimental reaction. From this and the IR I need help determining

Question

This is the experimental reaction. From this and the IR I need help determining my product.

This is the IR spectrum that I obtained from my product.

1) Determine the structure of the product from the IR spectrum.

2) Give some thoughts as to how the information from the IR spectrum can be used to solve this puzzle.

Fri Feb 12 11:02:18 2016 (GMT-06:00) 0.3 0.2 -0.0 -0.2 0.3 4000 3000 2000 1000 Wavenumbers (cm-1) Collection time: Fri Feb 12 11:03:10 2016 Fri Feb 12 11:05:01 2016 (GMT-06:00) FIND PEAKS Number of sample scans: 16 Number of background scans: 16 Resolution: 2.000 Sample gain: 1.0 Optical velocity: 0.4747 Aperture: 100.00 Spectrum: Fri Feb 12 11:02:18 2016 (GMT-06:00) Region: 4000.00 Absolute threshold 400.00 0.029 Sensitivity: 28 Peak list 0.178 Position: 606.56 Intensity: Position: 1258.22 Intensity: 0.156 Position: 1708.27 Intensity: 0.167 Detector: DTGS KBr Beamsplitter: KBr Source: IR Larissa

Explanation / Answer

SodiumHypoChlorite is the specific chemoselective reagent to oxidise Primary and secondry alcohol

In your IR spectrum there is no stretching observed between 3100-3300 which corresponds to OH stretching. Normally OH stretching will observed very broad peak. this feature is not seen in your spectrum Hence its indicates that Both alcohols were oxidised. So the product is third one

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