Can someone please explain how to assign the 1H nmr peaks of substituted cyclohexane group? I am more familiar with interpreting substituted benzene. I get that the signal near 10ppm refers to the aldehyde group. The rest of the signal refers to the hydrogens on the cyclohexane group. I also understand that the assignment of Hb (see the picture below).
However, I don't know how I would compare the relative chemical shift between the remaining hydrogens. Since there are multiple peaks, the "Hd"s are chemically distinct. That is also observed when we use do the NMR analysis with higher resolution (See the second spectrum below). Indeed, I have 1H NMR results with slightly better resolution. For "Hc" and "Hd"s, we can indeed resolve 4 peaks corresponding to signals at ~1.9, ~1.8, ~1.7 ~1.3ppm. The integration for these peaks are 2:2:2:4.
How would you assign the chemical shift for those 4 peaks?
the data is coming from http://www.hanhonggroup.com/nmr/nmr_en/B21091.html
Here is spectrum with a better resolution.
The picture is retrieved from https://spectrabase.com/spectrum/LEvG58hCD1J?a=SPECTRUM_LEvG58hCD1J