Leading Question

With respect to stereochemistry, the amine group is both on a dash and equitorial. The presence of the chlorine atom resulted in the stereochemical inversion. During the coupling process, the two hydrogen atoms on the amine are represented by a broad singlet at a ppm of 1.78. The newly added hydrogen now couples with the hydrogen atom on the adjacent carbon. This coupling is a doublet at 5.04 ppm with a coupling constant of 11 Hz. The two hydrogens, therefore are participating in a di-axial interaction and thus have a large coupling constant. With respect to this vicinal coupling, the dihedral angle is about 1800; consequently, a J value between 10 and 12 Hz is expected.