Note that the integrals for some of the resonances in the 1H NMR spectrum are higher than they should be due to the shear number of hydrogens in this compound (this is not uncommon). You should make the following corrections to the spectrum before analyzing it.
The integral for the resonance at approximately 2.2 should be 6 (not 6.6).
The integral for the resonance at approximately 1.5 should be 6 (not 6.7).
The integral for the resonance at approximately 1.2 should be 60 (not 66.8).
The integral for the resonance at approximately 0.8 should be 9 (not 9.9).
1. For the pair of doublet of doublets centered at 4.18 ppm extract all relevant coupling constants from the table and then draw a splitting tree
leading to each doublet of doublet. Clearly label what the coupling constants are on each splitting tree (see Figure 8.15 on page 159 of the
lab text for an example)
2. What multiplicity would you predict the resonance centered at 5.2 ppm to be? (e.g. a doublet of doublet, a quartet of quartets, etc.)
3. Based on the coupling constants you extracted in Part 1, use the online "Multiplet Maker" given on page 8 of the September 13th lecture slides to
calculate what the multiplet at 5.2 ppm should actually look like. Does the multiplet observed in the 1H NMR spectrum resemble what the "Multiplet Maker" predicted? Before answering, consider that small peaks might be "hidden" by larger peaks, especially when one considers that NONE of the resonances you observe in 1H NMR spectrum show up as single lines (as shown in the predicted multiplet) with no shape.