A small pilot plant was adding bromine across the double bond of but-2-ene to make 2, 3 dibromobutane. A controller malfunction allowed the reaction temperature to rise beyond safe limits. A careful distillation of the product showed that several impurities had formed, including the one having the NMR spectra that appear below. Determine its structure, and assign the peaks to the protons in your structure.

200 180 160 140 120 100 80 60 40 20 0 13C NMR CDCI solvent 50Hz 50Hz 3.6 3.56 236 22 4.4 4.38 1.86 1.7 10 6 0 ( ppm)