H-NMR SPECTRAL CORRELATION FOR 6

δ4.93 (d, J=2.8 Hz, 1H): This hydrogen has one neighbor, and has a unique chemical shift. Hydrogen J has matches this description, being close to both a chlorine and a double bond.

δ4.48 (d. J=11.2 Hz, 1H), 4.41 (d, J=14.4 Hz, 1H): These hydrogen atoms have a similar chemical shift, and one unlike neighbor. Hydrogen atoms G and F are diastereotopic, and highly deshielded, so they match this description.

δ4.24 (d, J=14.4 Hz, 1H), 4.11 (d, J=11.2 Hz, 1H): As with the previous two peaks, these peaks have similar chemical shifts, and represent highly deshielded hydrogens. The hydrogen atoms H and I are diastereotopic, and are deshielded by a bromine and a carbon-carbon double bond.

δ3.69 (dd, J=12.0, 6.4 Hz, 1H): There are a number of peaks centered between 3.52 and 3.69, representing four hydrogen atoms. There are four similar hydrogen atoms on the molecule, A, B, D, and E, all are diastereotopic. The most deshielded of these are D and E. This peak most likely represents either D or E.

δ3.58 (dd, J=11.6, 8.0 Hz, 1H): Either D or E, for the same reason as above.

δ3.52 (dd, J=6.8, 2.4 Hz, 2H): These two hydrogens are represented by a doublet of doublets. They are the two least deshielded of the four hydrogen atoms described above, which indicates that they are probably hydrogens A and B, which are the furthest away from the conjugated pi-system.

δ3.19-3.14 (m, 1H): This is the most deshielded of a pair of multiplet-symbolized hydrogen atoms. The two hydrogens that appear most likely to be represented by multiplets are C and K, because of their proximity to a large number of different hydrogens. The more deshielded of these hydrogens is hydrogen C, because of its proximity to the N3 group, and the conjugated pi system.

δ2.51-2.46 (m, 1H): This hydrogen is influenced by many others, but is not as deshielded as the other multiplet hydrogen. Hydrogen K has many different hydrogen neighbors, and is not as deshielded as Hydrogen C.

H-NMR Correlation and Spectrum, Click to View